The girl had been wandering around with Elisse for the last half hour, trying to find the perfect creature to pump her belly full of spunk and blow her up like a balloon, so they could show her off to Ren. When they finally found this wierd snake like creature with tons of legs hiding in a tree, it lashed out and forced its way into Elisse’s mouth whilst still half in the tree. Alarmed, the wide-eyed sorceress began tugging at the thing, and Rachie began noticing lumps rushing up the creature’s body. She pursed her lips and watched as Elisse’s throat bulged as the creature began releasing a huge stream of cum in her mouth. The girl held her swelling belly as it expanded outwards, pushing her dress forward and rounding out like a balloon. The creature pulled out, letting Elisse clutch her heavy belly and lean forward, throwing up tons of cum all over the dirt.

“Uhg…this is the one. Take off your panties and bend over for it.”

Rachie raised her skirt queitly whilst pouting, and Elisse pulled her panties half down to reveal her tight pink butthole. The creature looked at Rachie for the moment as the plump girl bent over towards it, holding onto Elisse. With a quick leap, the creature had its head shoved between Rachie’s asscheeks, and the girl squeeled loudly whilst clutching Elisse’s still swollen belly. The creature began contracting, pumping huge torrents of cum up Rachie’s bowels.

“Good girl, now breathe.” Elisse cooed to Rachie as the younger women held onto her, groaning as her bowels were flooded. Her stomach became rounder and rounder, slowly swelling outwards as the creature pulsated between her plump asscheeks. A sphere like a beach-ball had formed at the front of Rachie’s dress at this point, and the creature was still pumping its fluids up her ass. Elisse ran her hands through Rachie’s long, smooth hair, her other hand massaging the girls back as her belly grew heavier and heavier. When Rachie looked like she had swallowed a beachball, and was moaning in agony, the creature pulled out

Elisse pushed her hand along Rachie’s stretched out belly, her other hand massaging the girl’s creamy thighs as Rachie released a huge torrent of cum from her glistening ass that poured all over the grass. When Rachie’s belly was empty, Elisse turned the girl to face the creature and moved her hands gently over the girl’s stomach.

“Okay Rachie, now lets let it pump your mouth like it did to me.”

Rachie pouted again, puffing her cheeks a little bit. She could still feel Elisse’s heavily swollen belly pressed against her back. She turned and put a hand on the round bulge at the front of the woman’s dress. “Does it hurt? Your stomach is still swollen.”

“It doesn’t hurt as much as when I was pregnant with larvae.”

“Ewww, that sounds really painful.”

Elisse smiled and turned the girl around ,’Yeah, it was really messy and I was in labour for hours. Now relax and be thankful you can just throw this stuff up afterwards and don’t have to carry some monster in your belly and give birth to it later.”

Rachie pouted again as the monster shot forward, stuffing itself between her plump blue lips and bulging out her cheeks. She stared at the thing, watching as it began pulsing and then felt a rush of hot cream pump down her throat. Elisse watched the thick bulges rushing down Rachie’s throat, her plump belly slowly ballooning outwards as she gently held it. Rachie reached up and held the lower part of her belly, her stomach stretching out and becoming rounder and rounder. After about a minute, Rachie’s belly was a full foot out in front of her, perfectly rounded and filled with cream. The creature spasmed and blasted another torrent of cum in Rachies mouth, and the moaning girl’s cheeks puffed out as cream poured past her full lips and dripped down to her bulging bosom. Her glistening breasts bulged her top, resting above a huge rounded belly which Elisse and Rachie both gently rubbed.

“Good girl, its almost over.”

The creature pulled out of Rachie and the girl started throwing up cum all over the forest floor, rubbing her huge belly.

“Uuuggh…oh god, I’ve never drank so much in my life.”

Elisse rubbed the girl’s bloated belly, helping her to sit down near a tree.

“Okay, my turn.”

Elisse slid her panties off her glistening pale butt, and bent over to hold onto a tree.

Rachie held her heavy belly as she struggled to stand up, “Elisse, want me to hold up your dress so the thing can get in you?”

The girl nodded, blushing and smiling a little as Rachie raised up the back of her dress to reveal to her tight butthole. Elisse began throwing up the rest of the cum to make room for the new load that was about to get pumped up her bowels. Sure enough, the creature shot forward and rammed its head up Elisse’s pink butthole, eliciting a sharp yelp from the elven woman. She groaned as the creature spasmed, shooting a torrent of cream up her ass and slowly swelling her wet belly till it was round as a watermelon. Elisse’s stomach strained against her dress, the girl holding it in both hands as cum continued to gush up her tight back entrance. Finally, after a few minutes, the creature pulled out and Elisse was left to lay on her side, holding her cum inflated belly and massaging it gently.

Ailis Fionn Graham of Sutton, Ali for short, had been given by her parents to their landlord, his Lordship, the Ninth Duke of Sutton, one of the wealthiest land owners in the county, in exchange for their farm. She didn’t mind. She was old enough to be out of the family home, and the money and land her family gained meant they wouldn’t have to work so hard anymore, and her brothers could have an education.

She was well read enough, having spent the better portion of your young years reading from her benefactor’s library when she wasn’t helping her mother. She had lead a very sheltered life though and at 19 had never even lain with a man or kissed a boy. She had been told by her Lordship that this fact, in addition to her rare beauty, was why he had been willing to pay so much for her to her parents.

Her lack of lineage worked wildly in his favor as he neither had to explain himself nor marry her. He planned to take care of her for her lifetime however, and was quite fond of her, having watched her, from a paternal and landlord position, grow from a little girl into a stunning young woman. Her visits to his chateau had been regular for her reading materials, and he made sure that she always had access to the books for he saw no reason she should not enjoy some education in her life.

Their age was not so very far apart at he being 15 years her senior, and they had been fairly good friends all her life, so Ali was actually pleased that her family had been able to secure such a beneficial agreement for them all. She was unsure as yet what her position in the household was to be, but she was sure she could manage well no matter what as her mother had trained her well in the ways of cooking and cleaning, knowing that her future would entail some sort of work.

This being her mindset, she was taken aback when, upon her arrival at the chateau, she was taken not to the servant’s quarters, but to a modest little cottage on the back acreage of the property. Set into the side of a mountain, with a lovely running stream beside it, the cottage was something from her dreams. She looked quizzically at the driver Duncan, who also knew her very well, and he said, “Aye lass, that’d be your new home.”

The cottage was made of stone, with a small herb garden and flowers in front of it. A larger patch of land stood off to the left, and was already tilled for a vegetable garden, and a well sat off to the rear of that, almost against the mountainside. Duncan stepped down from the coach and helped Ali with her bags. When they walked in the front door, she saw a large stone fireplace that took up almost the entire interior wall of the room she was in. She also saw that the entire house was made of stone, not just the outside. The floors were of stone, but of a much smoother kind, and were washed clean with warm wool and fur rugs scattered about. There was a small fire burning, and when she looked she could see through to the next room where there was a kitchen that shared the hearth.

To the right of the entrance was a sitting room and a small flight of stairs which Duncan was climbing and told her to follow. The stairs opened out into the entire top floor of the cottage which was a large and well furnished, charming bedroom, with another fireplace set into the stone on the mountain side of the room.

Duncan then took her back downstairs and through the kitchen, out a rear pantry door inside the house, and into a root and wine cellar that had been carved right out of the side of the mountain. The floor was wide plank wood and the walls were stone as well.

Ali was in awe of her surroundings. Her parent’s farmhouse was not as grand and cozy as this her little cottage in the mountains, and she could barely contain her glee at the prospect of living here for all her days.

Duncan told her that she would be visited that afternoon by his Lordship, who would bring a lady’s maid to her tonight, and on certain occasions to help her when necessary. Ali was confused and not sure why she would need a ladies maid to prepare, but she was so caught up in the joy of her new situation that she never thought to ask. Duncan left closing the door quietly behind him and telling her she should expect his Lordship the Duke in one hour.

She set to unpacking and settling her belongings into her new home and whiled away the hour faster than any she had ever remembered.

At 4pm precisely, his Lordship Blake Macleod, the Ninth Duke of Sutton presented himself formally to Ailis Fionn Graham. Following close behind his Lordship was a young girl. Although older than Ali by a bit, and much larger boned, she was stern looking but very pretty, and she smiled at Ali genuinely. Ali assumed this girl was to be her maid, and liked her instantly, smiling in return.

Ali curtsied deeply to his Lordship in greeting, as was usual.

Macleod looked at her and said, “Welcome cairn, to your new home. I hope you like it, and it will meet all of your needs adequately.”

He sat down and gestured that she do the same before he continued, “This is Lara, your ladies maid. She will attend you periodically as I feel you likely have no need of a maid consistently.”

Ali nodded to Lara, who nodded back, and then disappeared into the kitchen and the root cellar. Ali forgot about her and looked at the Duke, giving him her full attention, “I am very happy your Lordship. I could not have imagined something so lovely for me.”

The Duke smiled at her warmly before continuing, “I’m glad you are comfortable Ali. We have known one another for a long time, and I consider you a good friend. I was happy that I was in a place to be able to offer your father so much in return for your placement here, as I had been basing my future on just such an arrangement between you and I.”

When she looked confused he continued, “Don’t worry Ali, everything will become very clear soon, and I know that you and I will get along famously for many years to come.”

He stood up and said, “Now, you will meet with Lara for awhile next, and she will take very good care of you peata, though I have told her that she is limited in what she can answer, she will be able to at least give you some idea of what will be expected of you in your new life here.”

He walked over to where she stood and kissed her on the top of her head, “I will see you soon.”

And then he was gone, leaving her to search for her new ladies maid in the house herself.

She didn’t need to search long, as Lara was in the kitchen filling a very large tub with boiling hot water. On the table were various tools and implements, some of them familiar to Ali, some of them not. She knew that the bath however, was for her and was greatly relieved at the chance to bathe herself.

Lara looked her up and down and smiled, “Yes, I can see why he is interested,” she muttered. “Though why he isn’t occupying himself with someone older and wiser is beyond me. Ah well, tis not for me to dwell on, come, let me look at you.”

And with that Lara began to help Ali disrobe from her dress. She wore only a thin muslin shift beneath it and went to get into the steamy inviting waters still wearing it out of modesty, but Lara stopped her gently.

“Oh no lass, we remove all of our clothing to bathe here. You’ll only keep the dirt in the clothing on your skin otherwise. Off with it, that’s it,” as she helped her pull the thin material over her head.

Ali was shivering, and covering herself, as she had never been naked in front of anyone, much less a strange woman. But Lara was firm, though gentle, and said, “Well lass, you’ll need to get used to it I’ll have to tell you, bloody shame no one thought to tell you what you were in for is all I can say. Come, get in the water, we’ve lots to do.”

Ali was perplexed by all of the secretive talk, but she was so grateful for the bath that she forgot about her modesty and sank fully into the waters, dunking her head easily underneath to get her long dark hair good and wet for washing. Lara wasted no time even though a large fire blazed in the giant hearth and the room and water were completely toasty warm, leaving Ali wondering what her hurry was.

She was very attentive but diligently scrubbed away at Ali’s hair and body with wonderful smelling exotic soap as though she were on a schedule. When Ali was completely clean, Lara told her they were not done and that the next part might be difficult for her but it must be done. She told Ali that she was to be shaved in her intimate areas, completely.

Ali sucked in her breath and her eyes grew wide as she carefully asked, “But why?”

Lara looked at her not without compassion, but with little patience for questions, and replied, “Because that is what his Lordship has requested, and what his Lordship wants, his Lordship certainly gets.” The latter being said with no animosity, for Lara truly respected and liked her employer, though this was the first time she had ever been given such a duty for him. Most of the time, it was a one time affair, and Lara would clean the waifs up, they would do their duty, and off they would go back home slightly richer and none the worse for the wear.

Ali was to be different though, she would reside here and eliminate the need for his having to travel elsewhere. If she were inclined, she might even find that she truly enjoyed the life and the benefits that went with it. Though, if she were not, it wouldn’t really matter as this was to be her life, lock, stock and barrel.

Lara continued with the preparations, instructing Ali to sit at the edge of the tub, where a stool had been placed, and wrap her shoulders in the cloth while placing her legs on either side of the tub. Ali hesitated and blushed profusely, but acquiesced to Lara’s instructions.

“There’s a good girl,” she cooed. “It won’t hurt even a bit, might even feel nice to you, and it will be over before you know it.”

With that Lara lathered up the area between Ailis’ thighs and began to shave the girl’s thick pubic hair away, dipping the razor into the water with each stroke and being very careful near her lips not to cut her in any way. When she was done, she told her to stand in the water and bend over until her chest rested on the same stool. Ailis was visibly shaking, but did as she was told. The shaving sensation had done something to her insides and she felt very wobbly. She also felt a strange moisture between her thighs that was not water.

When she was fully bent over, Lara parted the cheeks of her bottom by way of inspection almost, and continued to the area she had just shaved and went over it again, making sure she didn’t miss anything, opening Ailis’ small, firm, lips and making sure they too were free of all hair.

She noted the girl’s moisture and smiled secretly, knowing that part of her task was to fully prepare her young charge, and grew excited herself at the prospect of sliding her tongue through this beauty’s tight hairless slit.

“There is one more task I must perform, and I dare say you will not enjoy this one, but it will be done none-the-less, as it is both good for you, and a way to keep very clean,” said Lara as she picked up a sheepskin bag with a 5 inch long, thin, tapered attachment on the end of it. “His Lordship has installed an indoor outhouse here off the root cellar that you will use instead of one out of doors. The plumbing and drainage is good, but there is no running water. Hence our need to use the indoor tub.”

“This is very warm, and you will need to hold it in for a bit,” Lara said. “Please remain still and it will take less time and be less uncomfortable overall for you. In time, you will get used to these. In fact, you might even begin to like them as they do provide you with a feeling of being very clean and light.”

Ailis was nearly terrified with dread at what was about to happen next. She could not imagine what Lara was talking about, but found out soon enough when she felt Lara opening her cheeks again, and then a feeling of something warm and slippery, and pressure, terrible pressure against her bottom.

“Oh please miss, not there, you’re hurting me now, please stop,” Ailis asked, her breathing becoming shallow.

“Now now Ali,” Lara scolded a bit, “It won’t hurt, it’s just different and uncomfortable a bit at first. Just breathe deeply and slowly, and try to relax. We must finish this, and you have made it this far, you can do this next part easily. It’s only the first time it’s this much discomfort, I promise.”

Lara had been pushing the nozzle slowly into Ali’s rear while she was talking to the girl to try to distract her. Ali was moaning uncomfortably and asking her to please stop the whole time, but Lara had to finish the preparations and would not be persuaded.

“Ow, oh, please Lara, oh, it’s pulling on my insides so much,” Ali cried.

“It’s okay pet,” Lara assured her, “the nozzle is all the way in now so it won’t pull anymore. I am going to start squeezing the bag now though and you will feel warmth inside of you. It’s warm water Ali, that is all, but I will need to massage your belly as I do this to make sure it gets well inside you and cleans you out completely.”

Ali could not believe it could get any worse and focused on her breathing instead of the growing wetness between her thighs, while the older girl began to squeeze the bag whose nozzle was now lodged quite deeply, fully, and firmly into Ali’s tight rectum. Lara’s hand worked on the girl’s firm abdomen, kneading the skin and muscles, while Ailis struggled to remain in her position as her legs began to shake.

“That’s it pet,” Lara comforted as she continued to gently squeeze the bag and knead Ali’s growing belly, “You’re doing wonderfully. We’re almost there.”

Ailis was nearly crying from the discomfort now, but held her composure as the older girl told her that she was done and going to remove the nozzle now. “You must tighten your muscles though and hold the water in,” she instructed.

It felt like it would never be out of her, but finally the thin nozzle left her anus and Ailis tightened her muscles as Lara had told her. She immediately felt the water and cramped a bit, but breathed through it in order to stand and get out of the tub.

Lara wrapped her in several cloths and lead her through the passage into the root cellar and showed her the door where the indoor outhouse was located, and told her to empty out completely and then come back to the kitchen.

This is the sequel to “Sarah Under Control”, which should be ideally be read first. As with the first part, it is purely fantasy, and any resemblance to real people is purely coincidental. If you can’t make clear distinction between fantasy and reality, please DO NOT read on.


Sarah woke the next morning with the Doctor G’s cock still hard and balls deep in her modified throat. Her stirrings woke the Doc, who looked down in admiration at the blaze of color that now adorned the sleepy slut’s bald scalp. Filth had never looked so sexual, as cocks of all varieties shone on her dome, a testimony both to Ceebert’s skill and Sarah’s now total descent into slutdom.

From the fullness of her stomach, Sarah guessed that the good doctor had evacuated his bladder several times during the night into her compliant throat as well as the always plentiful quantities of seed that he seemed to be able to produce on demand. Sighing contentedly, she eased his pole from her esophagus, feeling a sense of loss as, with a plop, it left her mouth empty. The Doc rolled her over and checked her still gaping anus for signs of damage after the reaming it had taken from man and beast alike at the farm. He pronounced her fit and ready for use, although he predicted that it would be several days before her anus returned to the sort of girth that would give a human much of a grip. Giving her inflation bulb a playful squeeze, he reminded her that she was equipped to deal with such contingencies, and bid her a fond farewell.

Surprised that the ever-attentive Master Brutus was absent for his morning oral service, she padded to the bathroom and stopped to admire her beautiful, multicoloured dome. All she could see was the garland of corn snakes, as only small mirrors that showed directly ahead were allowed for her use. Just as she would probably never know what was inked on her back, she remained in ignorance of the animal cocks that were proudly emblazoned on her scalp, but all she felt was an overwhelming sense of success-for the first time in her life, she had worked toward something she craved and earned it through sheer diligence. Her rehabilitation was well on it’s way but not, she reminded herself, as she lifted her heavily cinched gourds away from her lower ribs were they now dangled, anywhere near complete yet!

It was with a happy heart that she performed her morning enemas, chuckling rather than gasping in shock when she felt how her anus hung open like a car tire. She was barely able to pump the nozzle up far enough to hold as she douched, and that excited her. Enemas done, she luxuriated in her morning shower, loving the feel of her baby smooth scalp as she carefully washed her precious ink where her hair used to be. She felt each contour of the tattoo work, tracing it slowly with her fingertips trying to ascertain what was depicted, before reminding herself that it was not her place to know.

Towelling down, she was in the process of finishing when Ceebert, as ever, walked in with her morning injections.

Throwing herself to the floor in a totally spontaneous show of gratitude, she repeatedly thanked her Master for the ultimate accolade he had bestowed upon her pate, almost sobbing with sincerity.

Touched, but remembering his station in all this, Ceebert resisted the urge he so often felt now to comfort his charge, simply chuckling that it was his pleasure, and helping her onto the breast pillory for what had always been one of his favourite parts of the day.

The cocktail in the syringes varied depending on the circumstances- sometimes, when healing was paramount, antibiotics were added, but today it was the usual mix. She had long since outgrown the need for Complyormone, such was the totality of her conversion, but it was concluded anyway along with Viagra just to keep her near the edge all the time. Hormones continued to be included to suppress her periods. No muscle relaxants were needed any more-her natural slutdom dealt with that, so it was saline solution that padded the breast injections out into a decent sized injection- if they let the daily delivery fall below three loads of 200 ml in each gourd, the slut’s eyes wouldn’t glaze over with pleasure as she pushed the plunger and delivered her own medicine- all Ceebert had to do these days was hold her gourd in the right position. Breast jabs done, Ceebert moved onto her nipple injections- these he lovingly administered himself whilst the slut offered each heavily pierced cookie willingly. Pure hornet venom now-nettle and wasp was no longer powerful enough for the sensation hungry slut, who gasped and panted in delight as Ceebert invenomated first her 5 inch wide, black cookies and then her nearly 2 inch long stretched teats, smiling as anal orgasms started to shudder through the black cock whore’s lovely colourful body.

Allowing the waves of pleasure to subside, now her breasts were loaded with another 24 hours worth of pain, he stroked her beautiful scalp, as he reminded her that this was her last day in the marital home.

Remembering hazily the Doc telling her this last night, she wondered what new adventure awaited her, but such was her trust and obedience now that it really didn’t matter. As she opened her lingerie drawer to dress, she saw that it was empty-as as were all the other drawers.

” All your packing has been done, little slut. Don’t worry about dressing this morning-we have a little parting treat for you as you leave this morning. I kept a nice flimsy silk summer dress for you to slip into. I thought yellow for such a sunny morning?” Darcy will give you breakfast, and then you will be collected and taken to your new home.”

Nodding her understanding, she slipped the beautiful, boutique quality dress over her head, and followed him downstairs to the kitchen, where Darcy, as always pretty in pink, from her high heels to the ribbons in her now shoulder length hair, fussed over her final breakfast in her old home, supervised by the ever vigilant Paula, who every now and then teased the pink sissy cuckold by pushing her steel clad, painfully stretched scrotum two and fro as she worked..

As she watched Darcy serve her eggs and waffles, she wondered what they were injecting her with to make her hair grow so quickly, and, as Darcy bent daintily to pour Sarah’s coffee, a glimpse down the neckline of her pink silk camisole revealed the beginnings of very womanly breasts that could only mean the answer was very strong female hormones!

Remembering the source of her special cream with relish, she poured a generous glug into her coffee, a shudder of arousal washing over her as memories of her “best men” flooded back.

Breakfast over, Ceebert gave her a pair of impossibly high heeled yellow stilettos to wear, and, as she bent to buckle them up, he slipped the pink “Slut” collar around her pale neck, taking care to avoid her vitally important throat portal, and clipped a leash to it.

“Ready to face the outside world in all your glory, slut?” he asked.

Realising that all the litany of filth that adorned her body, all her piercings and modifications would be visible in the sunlight under such a flimsy gown with no lingerie to protect her, and ,more importantly, that her baldness would be totally exposed to the gaze of anyone who happened by that sunny morning, she fought back her fear, and, telling herself that she was powerfully proud of how far her rehabilitation had come, she steeled herself to exit her once precious marital home for the last time in style.

” I am ready Master” she announced proudly, and head high she allowed Ceebert to lead her to the door.

As the front door opened, Ceebert led Sarah out into the morning sun. To her credit, she held her head high, proud of her baldness, and unthreatened by the sun’s rays making a mockery of the flimsiness of her dress. As they walked across the lawn, curtains twitched as if the neighbourhood sensed something was afoot. As Paula led the alarmingly attractive Darcy behind them, on a similar leash to Sarah’s, any resemblance between this pert blonde lovely, whose pink lingerie did little to hide her fast evolving breasts, and whose stocking-clad legs would have put many models to shame, and the beer-happy chauvinistic husband who had lived there for 20 years was totally lost.

If their thoughts had been visible in bubbles like they tended to be in kids comics, Darcy’s would have been confusion at how she had become cuckolded and feminised quite so readily; sadness at being led from the home she had worked so hard to provide for 20 years on a leash by a cruel woman, but undeniable excitement at the feminine side she had obviously suppressed for so long. Sarah’s, however, would have been frustration at the 20 years she spent as a worthless bauble, gratitude at her rehabilitation, and excitement at this new adventure.

Breaking both of their thought trains with a swoosh, the pimpmobile pulled up at the kern, driven by Leroy, and Master Winston expanded out of the rearmost door, resplendent in his usual white suit, his bald pate shining in the sun, matching the inked scalp of his slut in the statement of individuality it made.

As Paula ushered the blushing Darcy into the front of the limo, the gazes of the neighbourhood burning holes in his heart, Winston strode across the lawn to join Ceebert.

“Good morning black Cock slut Sarah” he boomed in a voice loud enough for the whole street to hear. “Don’t you look lovely this morning-especially now you earned the gift of baldness”

Blushing with pride, Sarah dropped to her knees before the ebony monster.

” Stand back up, slut” chuckled the giant. ” It seems we have an audience. The neighbourhood watch seem fascinated to know what has become of little Miss ‘holier- than-thou’ Sarah who used to think it was clever to flaunt her very westernised bosom at black men in the street. Well, as a parting gift before you move to your new, custom made three million dollar home, we are going to show them exactly what happened to her.

As he stood at one shoulder, and Ceebert stood at the other, they each grabbed a sleeve and the waistband of her designer silk dress. With a nod from Winston, the two mighty men pulled in opposite directions, and the dress parted effortlessly at the middle seams, revealing the full extent of Sarah’s modifications to her viewing neighbourhood.

“Now, Black Cock Slut Sarah, with arms outstretched to the side and legs at least 12 inches apart, slowly turn and show off what the Masters have made of you.” commanded Winston, as the naked whore focussed on resisting the urge to cover herself with her hands, and remembered her pride in what she was becoming. Getting a grip, her rehabilitation kicked in, and pride coursed through her.

Thrilled to finally be able to let her neighbours see the “real” Sarah, she did as Master Winston had commanded, and smiled broadly at all the neighbours she saw peeking from behind living room curtains. As well as a “leaving” ceremony to her old life, it also served as a “welcoming” ceremony to the new life, where nothing would be hidden to anyone ever again, and her heart filled with such happiness at the thought that, if possible, her smile grew even larger.

“Now, Slut Sarah, drop to your knees and slowly crawl around the lawn, so that your sagging , tightly cinched gourds can be fully viewed,” boomed Winston. “Move your body slowly side to side and allow your big-dicked nipples to brush the lawn as you say goodbye to your old life.” Sarah obediently did as Master Winston commanded and felt the now familiar anal spasms go into overdrive. As her heavily cinched breasts dragged along the cool grass as she crawled obediently across the lawn she once took so much pride in, he continued

“Slut Sarah, do you know what a dog does on a lawn?,” asked Master Winston.

Anxiously, Sarah glanced up at Master Winston’s face. “It pees and poops, Master Winston?,” she said tremulously.

“You’re absolutely right, Slut Sarah. However, since we are in somewhat of a hurry, and you have already emptied colon today, just open your catheter tap, lift your left leg, giving the neighbours a good view of your pussy modifications, and take a good, strong pee.”

Looking into Master Winston’s eyes the whole while, she did as he had directed, letting go with a long, steady stream of piss. When she was down to only drips, Master Winston handed her a small cloth and said, “Wipe yourself and quickly get into the car, Slut Sarah, before the police, whom the neighbours have undoubtedly already called, arrive to arrest you for indecent exposure!”

With that, Sarah and Masters Winston and Ceebert entered the rear of car and Leroy, having already started the car in anticipation of their departure, put the car in reverse as soon as they had settled themselves into the back seat. With tires squealing, the pimpmobile exited the suburban driveway for the last time, and sped away. The last thing the neighbours saw was the now familiar sight of Sarah’s head dropping down to Master Winston’s lap, although were there were previously those glorious dreadlocks, her heavily inked scalp screamed its obscene messages to anyone who looked on. Ceebert reached across and popped the cover off her throat portal, and the journey began.

The drive across town and up into the hills where the really expensive architect designed properties lay took about 40 minutes. Paula amused herself by lifting up Darcy’s pink skirt and rubbing tiger balm oil into her poor engorged ball bag. Sarah spent the whole time alternating between Winston and Ceebert’s cocks, slowly widening her throat on their poles, taking more in each swallow as she swapped from cock to cock until as they reached their destination, she was going from ‘teasing tongue in piss-eye’ to’ lips resting in pubes’ in one fluid, uninterrupted motion, much to the amazement of Winston, who was still staggered that any woman could deep throat his weapon at all!

Finally, the pimpmobile turned off the highway and swept up a long driveway, through electric gates, and came to rest in front of a triple garage. As the doors of the limo opened, and the odd looking party exited, Sarah and Darcy gawped in amazement. Before them lay a steel and chrome high tech home on split levels that seemed to go on forever. There must have been twenty rooms! Laughing at the awestruck couple, Winston explained

” Impressive aint it? All paid for from the website, hence the house name” as he gestured to the brass nameplate by the door that proudly announced “DEEP INSIDE SARAH”

“This little baby cost £3 mill to build, and still there’s funds left. Once we get transmitting from here, we’ll all be millionaires ” he enthused.

Still dumbstruck, Sarah allowed herself to be led by the leash to the front door, which opened electrically (keyless entry, Ceebert explained) as they reached it to show Teddy and Webmaster Jay waiting beyond.

“Welcome to your new home, slut Sarah” announced Teddy, as Ceebert handed him the leash. As ever the sound of Teddy’s voice, still embedded deep in her psyche after all that sublimal training, made her ass-pussy spasm, and memories of that glorious moment when she had earned her baldness by accommodating all of his incredible meat in her colon flooded back.

“Thankyou Master” she gushed, barely controlling the spasms that leapt between her bowel and her slut nips and threatened to overwhelm her.

“You already know Jay” he teased. “This place is fully wired for web transmission from any room on demand now, so Jay will be resident here all the time, along with Paula and the wimp, Maisy and Brutus (Sarah’s ass gave an extra spasm at the mention of her canine master), and of course you. The rest of us will not live here permanently, but any of us may stay here as required. Ceebert in particular will spend most of his time here as he has so much work still to do on you.

I can see I have wetted your appetite, so let’s give you a guided tour”

With that, he led his charge by the leash around the mansion, explaining each room as they came to it.

Firstly she was shown her bedroom- a huge plush room with a massive circular bed, an ensuite bathroom and shower room, a further en-suite cleansing room, and a still further en-suite annex that contained her breast pillories and a dentists chair for the doctor to use if required. Back in the bedroom, she was shown massive walk-in wardrobes, already well stocked with luxury lingerie, hose ,shoes, and designer dresses. In one section of the walk-in was shelf stocked with a whole range of wigs, turbans and headdresses all placed on those marble domes that wig shops use.

” You earned your baldness and we gave it to you- but you will still have to earn the right to exhibit it- we plan to show you off in public a lot more now, and on occasions when you have not earned the right to go bald, you will be punished by wearing one of these” he explained.

Also in the corner of the bedroom sat a very large dog kennel, and beside it a chrome breeding bench, clearly designed to strap someone Sarah’s size into in the doggy position. Her heart missed a beat when she saw that-part fear, part realisation that the inevitable was now imminent.

As the exited Sarah’s room and walked across the hall, she was shown a fully equipped tattoo room, with chair, all Ceebert’s inking regalia and various different benches, suspension devices and restraints that would make any part of the hapless slut’s body readily presentable for tattooing. Cabinets along the walls contained inks, needles, piercing and stretching apparatus, drugs, and whoever knew what else.

As they left the tattoo room and headed along the hall, Teddy explained that each room was loaded with cameras and sound equipment which Jay could access from his main transmission suite, which they would be seeing last on the tour.

Next up was a room that filled Sarah with mixed emotions. Dubbed ‘the pet store’, she entered to see a large glass tank in the centre. Similar to the one in the loathsome Roger’s pet store, but larger.The glass walls were interrupted by a door and various access ports. In the centre lay a very complex bondage station …almost like a multi gym. A slut could be restrained in virtually any position therein,and also suspended by the electric winch that lay above. Draped around the various branches that littered the sand strewn glass floor were dozens of corn snakes- the spitting image of the ones that she had inked on her scalp and thighs- all sizes and colours. Sarah felt her stomach flutter at the sight of her old friends. Stopping and focussing she realised that it was actually her stomach spasming-not her anus or slut nips sending out aftershocks through her stomach….her actual stomach was spasming deliciously at the sight of her reptilian lovers. Was it possible for her stomach to become a sexual centre like her Masters had hinted at?

All around the walls were more glass tanks, and some metal cages. Someone was stocking them with animals, but was obscuring her view of exactly what they were. The person doing the stocking turned round, and her blood ran cold. It was Roger.

Sensing her loathing, he grinned at her before returning to his stock.

“You’ll also be seeing a lot more of Roger….he has to supervise every activity in the pet store, and your public have decided that you should spend a lot of time in here in due course ” teased Teddy. As he led the trembling slut back out by the leash, the magic of the tour temporarily shattered.

Through a door at the side of the pet store, she was led outside to the stable complex, where several as yet vacant stalls stood aside a ménage which, instead of containing schooling jumps and the like contained the same breeding framework that she had spent most of the previous weekend strapped into. The breeze across the gaping void that used to be her anus reminded her of what to expect next time she was fastened into that apparatus.

The doorbell rang and since he wasn’t expecting anyone, he tried to ignore it. It rang again and again. Finally he roused himself away from his computer and headed to the door, slightly irritated at being disturbed.

Without checking who was there, he opened the door, figuring he would quickly rid himself of this unwanted visitor. He did not like people dropping by and while he knew that this separated him from his neighbors, he was just as happy to be allowed his privacy. He was aware that he had a mysterious air in this little town he had chosen to inhabit, he overheard people, what they thought of him and much more interesting, what they wondered about – why he was there, what he did when he wasn’t with his children, why he wasn’t dating someone, what he was looking for…the townsfolk saw him as being a bit aloof, friendly when he wanted to be but not overly courteous. He was perfectly happy with this arrangement. He wasn’t interested in getting involved in everyone’s business and the fewer involved in his, the better.

He was surprised, therefore, to see a woman, an attractive woman standing at his door. It took him a moment to realize who it was. She was tall, blonde, quite stunning and dressed all in black.

“Oh, my gosh. What are you doing here? C’mon in, please. Wow, what a surprise! How did you ever find me?” He stood back away from the door to allow her to pass. She walked into his house, taking in every detail, storing it away – standing off to the side of the door.

His face was loose, relaxed, and he looked genuinely happy to see her. She smiled but not overly so.

He turned to walk towards the back of the house, leading the way for her. “Can I get you some coffee? Something to eat?”

He felt her crop swat the back of his thighs and his mind went into shock for a moment.

He quickly turned on his heels, questioning what she was doing, what was going on.

“you will never, ever again walk in front of Me. I lead, you follow and later I will punish you for failing to remember that I don’t drink coffee. I drink tea and tea only.”

“Yes, Miss Alex,” the words came to his mouth as if he had been saying them his whole life versus only a few weeks. He had never imagined he would be speaking them, in person, today, to her, the woman he had been communicating with for months on the internet.

“Make My tea and then go to your room, shower and get on your knees. Wait for Me there.”

“Yes, Miss Alex.” He could feel his cock growing in his pants and his hands began to shake. He was overwhelmed with emotion and it was confusing to him. He needed time to sort out his feelings but there wasn’t any. He put the water on to boil and found the tea bags and the cup to make his Mistress her tea.

She has raised herself onto the kitchen counter, sliding her ass back and spreading her legs, slightly. She held her crop in her hand and he was too scared, too nervous to look at Her, to meet Her eyes.

When he heard the kettle begin to whistle, he poured the water over the bag and waited for the water to turn the appropriate color. He kept waiting for Her to speak, frightened to make the first move, to break the silence She was comfortable sharing with him. It made him uncomfortable and She seemed to relish this fact. She could see his hands shaking, just slightly and it excited Her.

He placed the cup of tea next to Her on the counter and awaited further instructions. Again, he was too nervous, too excited to meet Her eyes, so he kept his gaze downward, hoping to avoid further punishment.

“Look at Me,” She instructed. He did as he was told. He began to smile, this was the woman he cared about, this was the woman he could trust, the one who knew his deepest darkest secrets. She was also the woman he had treated unkindly and he had a feeling in his gut that made him a little woozy.

“I came here today, driving four hours, to see you. I hope you can appreciate that.”

He began to speak, to agree that, yes, this was very kind of her and he was appreciative but before the second word left his mouth, She grabbed the collar of his t-shirt, brought his face very close to Hers and slapped him across the cheek.

“Did I give you permission to speak to Me,” She asked? “No, I did not. I gave you permission to look at me, to stare into my beautiful eyes, which would be enough for most men but you think you deserve more, deserve better. I am here today to squash that notion, once and for all. I am done playing your sorry-assed games and today I will either make you see that you are a pussy man, you are not worthy of Me and that you are only half a man without Me or you will make the mistake of continuing to play with Me, to play with My emotions, to run scared whenever I come close, and you will lose Me, forever. I am sick of this shit, frances, is that understood.”

He felt his cock grow larger in his pants but he did not take his gaze away from Her. “you may answer Me, you sorry piece of shit excuse for a man.”

“Yes, Mistress, I understand, fully and completely.”

“Good…good….very well. I will give you the chance to prove yourself to Me. Turn around and pull down your pants. I want to see your bare ass.”

He did as he was told. He turned around and with remarkable ease, pulled down his pants. When he heard his belt buckle hit the floor of his kitchen, he realized just what he was doing and the humiliation of it all kicked in.

“Remove your pants completely.” Again, he complied but he could feel the blood rushing to his face. There was a competition in his body, blushing or hardening of his cock. His cock was winning, at this point.

He heard her boots hit the floor and it seemed that simultaneously, he felt the sting of her crop on his bare ass. He flinched, she repeated her actions – again and again and again. He could feel the welts rising on his ass and he could also feel his cock rising, hitting his stomach as he was bent over, totally exposed to Her desires.

He felt her crop running up his thighs, lightly touching his balls and cock, tapping gently, then with more force. He began to get a little nervous…each swat of her crop was a little more painful than the previous one.

Her hand slipped between his thighs, grabbing his cock, bringing it back towards his ass. He felt the leather twine being wrapped around it, tightly, and it felt more swollen than he could ever remember it being. She laced up his penis, wrapped the cord around his balls and tied it all off in a knot that would be tough to unravel.

Again with the tapping of his balls with her crop. He felt like his excitement might burst right out of his balls, his cock, he was engorged and excited and stuck.

“Go upstairs and wash your filthy self, scrub your asshole and your slimy cock and balls and make sure that you smell sweet like the girl that you are, when you come out of there.”

It was a little difficult to walk but he did, rushing upstairs, leaving his pants in a puddle on his kitchen floor. He caught a glimpse of himself in the hallway mirror on his way to his bathroom and he looked ridiculous – with only a t-shirt on, his cock half-hard, trussed up, tied around to his balls…and his ass covered in red stripes from Her crop.

God, he was glad to be alive today. He hadn’t felt this much excitement, this alive, this connected in well, years, if ever.

He climbed into the shower, scrubbing under his arms, around his cock and balls, careful not to let anything come untied, and he paid particular attention to his ass, his asshole, he wanted it to be clean and fresh for his Mistress.

The bathroom door opened and her boots were loud on the marble. She was using the crop to intimidate him, hitting her hand with it, to make the cracking sound that turned him on so much.

“you best be clean when you get out of that shower. I did not drive all this way to meet some dirty-assed fool. Do you know how to clean yourself?”

The shower curtain was pulled back, swiftly, unexpectedly and she just stood, staring at him, at his body. He began to cover his cock and balls with his hands but she swatted them away with Her crop. She watched him growing more uncomfortable with each passing second as she just stared at him, at his beautiful body. She was in complete control of this situation and She knew it.

“Hand Me the soap,” her hand outstretched. He placed the soap in her hand, quickly, precisely. She soaped hup her hands, placing her ever-present crop on the side of the sink, still within easy reach, should She need it.

He watched as the bubbles grew in Her hands, as She twirled the soap, around and around in her hands, between Her fingers. She then shot the soap out, between her hands onto the shower floor.

“Pick it up,” She commanded and when he bent over to fetch the bar, her fingers slid into his asshole. Two of them, at least, but to his untrained asshole, it felt like her entire hand.

“Don’t make any sudden moves and don’t try to escape from Me. Your punishment will be severe enough as it is. Understood? You may nod yes or shake your head, no.”

He nodded.

“Good frances.”

“Now finish rinsing off while I leave my fingers right where they are, spreading your asshole for my amusement.”

He rinsed off the best he could and when he bent over to turn off the spigot, She made it known, to his tender asshole, that She was in charge – fully and completely.

She used her fingers to guide him, out of the shower, into his bedroom and onto his bed. It was when he was lying ass up, on his bed, that she finally removed Her fingers from his asshole.

“Do not move unless I instruct you to do so. Do not look at Me. Do not speak to Me, unless instructed to do so. And if you cum, for any reason, before being granted permission, I will put a chastity belt on you that you will never forget, and I will take the key home with me to Boston. Do we understand each other, frances? You may nod yes or no.”

He nodded, eyes downcast, ass in the air, exposed, humiliated and hotter than hell.

She pushed his head to the bed and instructed him to open his mouth. “Now, suck your ass off of my fingers.”

He had never tasted anything so wonderful as his own ass smells on Her hand. It was magical, transforming.

She walked away from him, leaving him in the vulnerable position and he heard Her fidgeting with something but he couldn’t see what it was. He waited, patiently – excited, frightened, and a bit in awe of this woman, her nerve.

He felt her body getting closer to his, heard her footsteps and was anticipating another swat on his ass but instead, he felt the cool goo of a lubricant covering his ass. She was dripping it down his ass crack, letting it run into his already-tender hole. Then Her fingers began to work their magic, in and out they slid, stretching, pushing, probing. He could feel his hole getting bigger and bigger, almost against his will.

“That’s a good boy, frances. Trust Me, let yourself go. You know what an asshole you have been to Me, you know that you don’t deserve this treat, this thing that you want more than all others but I am a kind Mistress and I want to train you. I want to give you the chance to please Me, as you should want to, with every fiber in your being, with every bone in your body, with every breath you take.”

His asshole felt like it was on fire. She wouldn’t let up, pushing, stretching, then taking a break to blow on it, to rub his ass…then, as he began to relax, a set of twelve swats with her crop…then smaller ones, climbing up his thighs…then the tip of the crop, pressed against his asshole, toying, lightly swatting.

Then he felt the unmistakable feeling of the cold, plastic dildo, pressing up against his ass. He could hear the vibrations as She turned it on and he knew that the inevitable was finally about to take place.

He had expected more of a warm-up time, more time to even get acquainted before they ended up here but when She did allow him to meet her eyes, he could see the fire of her passion, the anger, the disappointment, and her humanity, her kindness…a strange and powerful combination – not like any he had ever experienced.

“Take a deep breath in for Me, frances,” and when he inhaled, she impaled him. He saw stars, and he tried to climb away from Her, on the bed, but she had her hand wrapped tightly around his very swollen cock and balls. He was trapped.

He could feel the tears well up in his eyes and even felt a couple of tears run down his nose before hitting the bedspread. He didn’t know if it was tears or snot or saliva as every orifice felt like it was secreting something – as if everything was being pushed out of him as she pushed Herself into him.

The pain was mind-blowing, but then again, the whole day had been…

to be continued

Chapter 12 – Mardi Gras

Amy found that she was actually enjoying economics more and more as the Spring semester progressed. She had been right about taking the two classes with Burnside. She knew what to expect from Burnside, which she found comforting in a strange way. Burnside might have given her an approving nod to see her enrolled in two of her classes, but Amy knew that meant that Burnside expected more from her, not less. For the first time in her life, Amy had found a role-model whom she wanted to impress. Economics was a tough subject, and Amy had never been good at math. She spent hours each week with Wendy going over the difficult equations needed for her economics classes, but slowly the theories and formulas in Burnside’s lectures started to make sense to her.

Another person became central to Amy’s ambitions during the spring semester, and that was Lisa Campbell, Burnside’s TA, who was a graduate student and seminar instructor. Lisa’s relationship with Burnside went back several years to her first year in college. At first she seemed an unlikely assistant for Burnside because her outward appearance was totally different from that of the impeccable economics professor. Lisa was tall and quite attractive, with bleached blond hair and a deep tan. She usually dressed in very provocative clothing and spoke with a casual California accent. She was the chapter president of one of the sororities on campus, and often walked around with a contingent of young pledges trailing behind her. Lisa, when not wearing a see-through blouse or skimpy halter-top, invariable wore a t-shirt or sweatshirt with her sorority’s insignia on it.

Lisa’s outward appearance and behavior were completely misleading. In spite of her social life, she was a hardened, serious graduate student. When in class she was all business; her detailed lectures, harsh grading, and strict schedule totally contrasting with her casual west-coast mannerisms and revealing clothing.

There was something more to Lisa than just her underlying intelligence and ambition, however. Amy suspected that her TA’s sexual appetites were very similar to Ruth Burnside’s. There was something about her, perhaps something in her expression or the way she looked at the guys in her seminars; that made Amy think Lisa could very well be a dominatrix. She could very easily picture the Californian wearing a black outfit and cruel smile, wielding a switch or paddle against some unfortunate naked fraternity pledge.

Lisa took a liking to Amy and began helping her with some of the theoretical material in the classes. Wendy had a good head for numbers and formulas, but had more difficulty with applying the math to real uses. Lisa helped Amy with applied theoretical concepts and gave her some advice about improving her writing technique and finding research sources. By the middle of the semester Lisa knew Amy well enough to confide a few details about her personal life and her sorority. She also related how she had met Suzanne when she was still a freshman, through a mutual friend who now was in working for the university’s economics department as an exchange program counselor in Eastern Europe.


Amy’s dedication to her economics classes forced her to reduce her photo shoot schedule with Suzanne. Amy’s roommate was perfectly willing to delay several photo shoots until the summer, and step aside to let her throw herself into her studies. Suzanne reflected that Amy had come a long way in just a year. When she had first met Amy, Suzanne thought of her as little more than a teenager who had some seriousness knocked into her by a bad experience. Amy had changed since Suzanne first saw her. She had matured and had real potential.

Along with Lisa and Suzanne, Ruth Burnside also noticed the change in Amy. The first face to face encounter between Amy and her professor, a confrontation in her office over a plagiarized term paper, was totally forgotten. Amy now did excellent work.

At Lisa’s suggestion, Burnside suddenly decided to do something for Amy that she almost never did for an undergraduate; she e-mailed Amy to invite her and Wendy to her annual Mardi Gras party, this time as guests. The theme would be the same as the Halloween Party, a BDSM costume party. If she and Wendy wanted to come they would have to wear decent outfits. That was the only condition, Burnside emphasized. Amy immediately e-mailed back. “Thanks for the invite. I’ll be there for sure! I’ll try to get Wendy to come too.”

Amy had a harder time choosing an outfit than Wendy. Wendy had a skin-tight shiny black Japanese jumpsuit that would be perfect for her. A pair of black high-heeled shoes and a borrowed black riding crop completed her costume. Amy even managed to convince Wendy not to wear anything under her jumpsuit.

Amy was stuck between wearing a Mardi Gras style outfit or a BDSM outfit. Finally she settled on going as a nurse. She found an old white nurse’s dress and cap at a used clothing store. She shortened the skirt so that it ended just slightly below her crotch. She bought a pair of white silk stockings that came halfway up her thighs. She decided that she would shave off her pubic hair and go pantyless. She felt incredibly daring as she felt the thrill of the cool air on her upper thighs and between her legs when trying on her outfit. Amy stood in the mirror looking at herself. She was all in white, except her upper thighs, which were bare. She felt a twinge of anxiety when she realized that she had shortened the skirt a bit too much in the back. She noticed in the mirror that if she bent over, even slightly, the lower part of her bottom was exposed. However, she decided to go with her original plan to not wear any underwear, since many of Burnside’s guests already had seen plenty of her body in the fall. As she turned around, the back of her skirt barely reaching to the tops of her thighs even when she was standing up straight, she felt that she never looked sexier in her life. Amy’s accessories included an old stethoscope, a pocket of empty syringes, and an enema bottle and tube hooked to her belt.

There was an early midterm in both of Burnside’s classes a couple of days before the party. Amy suspected that Burnside had scheduled the tests early in the hope of recruiting hosts or hostesses for her party. This time Amy had studied hard and was confident going into both tests. She was determined to be Burnside’s guest, not her hostess. Lisa proctored both tests, pacing about the room while Burnside watched the students from her podium

During one of the midterms, Amy noticed the guy sitting next to her looking over onto her paper, as well as onto the paper of the guy sitting on his other side. He was handsome, but was an arrogant fraternity type of the sort that did not interest her. The second time he peeked onto her paper, she gave him a cold stare and twisted in her seat to keep him from seeing her answers.

“Stupid bitch.” mumbled the frat guy. Amy was furious at her neighbor. No wonder Suzanne freaked at the slightest hint of plagiarism. Why was she a “stupid bitch” just because she didn’t want someone else copying her test?

As Lisa slowly walked up the side of the room on the lookout for cheaters, Amy’s neighbor twisted to the other side look at his other neighbor’s paper. The other guy was just as irritated as was Amy, and a bit more vocal. “Look, shithead, do your own fucking work.”

Lisa quickly looked over to the three students. She had heard the other guy’s comment. Amy’s eyes met the TA’s, then moved in the direction of her cheating neighbor, then back to Lisa’s face. The TA nodded slightly. YES!! Looks like Burnside has herself a host for her party, thought Amy to herself.

Two days later Burnside returned the tests. Amy was sitting next to the same fraternity guy. Lisa handed him an empty manila folder. Amy smiled wickedly. The guy gave her a sharp look.

“What’s so funny?” he snapped.

“You’ll find out.”

That night Amy e-mailed Burnside. “The guy sitting next to me insulted me during the test. Will he be hosting for you?”

Burnside responded. “Elaborate”.

“He called me a ‘stupid bitch’ when I wouldn’t let him see my test.”

“Then he will need an attitude adjustment as well as a lesson in academic integrity. Be at my place at 5:30. -Burnside-”


Amy and Wendy showed up at Burnside’s house at 5:30. Wendy’s face was heavily made up to emphasize her Asian features. She looked great in her tight black jumpsuit. The curves of her thin body were clearly visible under her outfit. Amy felt wonderful in her sexy nurse outfit, but she could tell that Wendy was nervous about facing Burnside again.

“Relax.” said Amy. “You’re not even in her class anymore. Besides, didn’t she tell both of us that she actually learned something from our paper? You won’t hear that from Burnside too often.”

As they walked from Wendy’s car to Burnside’s door, Amy felt the cold winter air blowing against her bare thighs and up her skirt on her bare bottom. She could tell that she had goose bumps on her bottom and thighs. She was incredibly aroused.

When Burnside opened the door she was again in outfit. This time her students were not shocked. The professor looked over Amy and Wendy approvingly and invited them in. The living room was decorated differently than for Halloween. There were glittery decorations everywhere on the walls, punctuated with fake flowers and strings of beads.

This time Burnside had her leather switch in her hand and was dressed in a one-piece leather outfit. From the front it looked something like a black swimsuit, but in the back it was cut very high. A thin string of leather running between Burnside’s tanned bottom cheeks and halfway up her back was the only covering that she had below her waist in the back. She has a nice bottom, in spite of her age, thought Amy.

Amy, for the first time, was able to appreciate how sexy Ruth Burnside truly was. Burnside was over 40, but had not done anything to attempt to conceal her age. Her hair was just starting to go gray, and anyone standing close to her would see wrinkles starting to form around her eyes. Burnside had not taken any artificial steps to hide what was happening to her body, but in a natural way, it was obvious she was determined to stay as healthy as possible for as long as possible. Her body was toned and hardened from years of intense physical exercise. Burnside had a figure that many younger women would have envied and her whole demeanor demonstrated her excellent health and confidence in herself.

The detail about Burnside that made her truly sexy, however, was not her physique, nor even her erotic outfit; it was the intense eroticism in her eyes and her expression. In class Ruth Burnside pushed an image of harshness and severity. In her own environment, she exuded the same harshness, but it was mixed with her love of sex and of exploring all the physical sensations that a human body could experience. Burnside knew her own body much better than most women. Time and time again she had pushed herself to her physical limits as she explored her world in which pain constantly intersected with intense pleasure. It was that confidence in herself, and in her ability to help others explore their outer limits of intense sexuality, that was reflected in Burnside’s eyes. Her expression was that of a person who had “been there”.

Amy and Wendy’s attentions were quickly diverted from Burnside’s bottom. Lisa came into the living room from the kitchen. Her exhibitionist personality (as well as her body) was even more fully on display than the professor’s. She wore nothing except a small red French maid’s apron, a matching maid’s hat, and a pair of red slippers. Her shoulders, breasts, legs, and entire backside were completely uncovered. Seeing Lisa so exposed left Amy with the odd feeling of being over-dressed for this party instead of under-dressed. Compared to Burnside and Lisa, her outfit seemed relatively modest.

Standing at the back of the living room were three naked male students. They were facing the wall and had their hands behind their heads. They already were wearing Burnside’s servant uniform, metal cuffs and temporary tattoos around their upper arms and thighs. Their legs were slightly more than shoulder-width apart and Amy could catch a glimpse of the backs of their testicles between their legs. Two of the trio had 16 dark reddish stripes on their bottoms and were shifting uncomfortably from side to side, sighing every so often. The bottom of the third student was still white.

“Bill, turn around please.” said Burnside, with a mocking sweetness in her voice. “There’s someone here to see you.”

The guy who still had a white butt turned around. He was Amy’s neighbor from the midterm. His eyes met hers. His face, already red, turned a shade darker. A look of panic went through his expression. He looked at the floor.

“Hey! No one told you to look down!” snapped Lisa. “Look Amy in the eye! You don’t call someone a ‘stupid bitch’ in a test and then look away! What’s wrong with you? You’re not proud that you said that to her?”

Burnside smiled approvingly at Lisa. Her TA had made a good start dealing with this frat punk.

Bill reluctantly gazed at Lisa, then at Amy. The two women looked into his face and smiled sarcastically, scanning their eyes over his body. He was average height, and had a fairly good build. His legs and chest were deeply tanned, but he was white between his knees and waist. There was a small amount of hair on his chest and some on his calves. His pubic hair was gone, shaved off to comply with the dress code of a punished student. His penis and balls were average sized, but shaved he looked like more like a little boy.

Bill looked like he was going to be sick. He could not believe how humiliating all this was. His fraternity initiation had been nowhere close to this, and the night was just starting…

Lisa walked up to Bill. She pinched his chin and forced him to look at her. “You’ll be getting it from Dr. Burnside for thinking that you could cheat on her midterm later on. But first you’re getting it from me. That’s why we saved you for last, so Amy could watch. You do NOT call a fellow student a ‘stupid bitch’ in class. Now turn around and put your hands on your knees.”

Burnside’s eyes were illuminated with that weird expression she always had when she was aroused. Lisa ran her hand over Bill’s bottom. The TA slipped her hand between his legs. Suddenly he clenched his bottom cheeks and twisted slightly. She slapped him hard.

“Look, you little cheating punk! If I want to put my hand there, I will put my hand there! You will do what I tell you or tomorrow you’re history as far as your career is concerned!”

Lisa again reached between Bill’s legs and squeezed the backs of his balls. “You’re now getting a little something extra for not obeying me.”

Suddenly she turned to Amy. “Looks like you want to play nurse tonight. OK. Do you know how to check a prostate gland?”

Amy shook her head no. Bill’s eyes went wide with horror.

“It’s simple. I’ll show you. Wendy, you get over here too. Get three pairs of medical gloves and that tube of K-Y from the table.”

Lisa showed Amy and Wendy how to put on the gloves. She dabbed a small amount of clear jelly on their fingertips. Then she ordered Bill to put his hands on the front of a chair and spread his legs. She pressed her left hand in the middle of his back to force his bottom to stick up. Bill’s face was pure misery and humiliation.

With her right hand Lisa stuck a finger up Bill’s bottom. He did not dare move. “See how I am positioning my hand? You’ll feel the prostate if you put yours in the same way. You can touch it, but don’t press too hard. Here, Wendy you try it.” The TA pulled her finger out.

Wendy’s face reflected genuine curiosity. She shoved her finger up Bill’s bottom-hole. As Burnside and Amy watched, Lisa moved in to guide Wendy. “Press in a little more. Do you feel it?” Wendy nodded as she found her target. She felt it for a few seconds and pulled her finger out.

Amy noticed that Bill had a furious erection. Lisa reached down and quickly squeezed it to torment him even more. “Some guys get off on this. Amy, you try it.”

Amy shoved her index finger up Bill’s bottom while Lisa kept a tight grip on his penis. She felt around the warm flesh of his intestines and found the small round gland. She gently traced it with her finger tip for a few seconds. Her curiosity satisfied, she pulled her finger out.

“Bill, stand up and turn around. Keep your hands at your side.” snapped Burnside. “Now look at me.”

Bill’s penis stuck straight out. It bobbed up and down slightly, to the delight of the four women standing in the room. Bill looked like he was about to cry. Amy and Wendy had a hard time trying not to laugh.

Burnside moved her face close to Bill’s. “Let this be a lesson to you, Bill. No matter how bad you think things are, we can always make them worse. Do you understand?”

“Yes, Dr. Burnside.” Bill’s voice was barely audible. Gone was the smug way he talked in class.

“Now, get yourself cleaned up. You have 60 seconds.”

Bill ran to the bathroom. He wiped himself off and returned almost immediately. Amy could tell that he was no longer just embarrassed, he was scared. He stood quietly waiting to see what would come next.

Burnside and Lisa walked over the table of S&M implements, while Amy and Wendy watched. There was an assortment of paddles, crops, leather switches, straps, and martinets. Burnside handed Lisa a black leather paddle. The paddle’s surface was oval shaped, about eight by six inches. The thick leather was stiff and heavy. Any swats from it would hurt, even if wielded by someone inexperienced.

Burnside smacked Lisa’s bare bottom and pointed at Bill. “OK. He’s all yours ’til you get tired of paddling him. Then he’s mine. That’s when the real fun starts.”

Lisa took the paddle and waved it to test its feel in her hand. Suddenly her eyes fell on a riding crop, which gave her a wicked idea. She put the paddle under her arm and picked up the crop.

“Bill, put your hands on your head. Spread your legs.”

Lisa began to caress the insides of Bill’s thighs with the crop.

“Keep your eyes on me. And close your mouth. You look stupid with your mouth hanging open like that.”

Lisa lightly touched Bill’s testicles with the crop. She massaged the tip around his penis. The other three women watched with amusement as Bill’s hard-on returned. He bobbed up and down as the graduate student continued to rub him with the implement. His face was pure humiliation. Finally he could not look at her any more. She snapped him between the legs with the implement. He jerked and struggled to stay upright.

“What do you think you’re doing?! Look at me! Aren’t you proud that you called Amy a ‘stupid bitch’? Come on. Answer the question!”

Bill forced himself to look up at Amy. “No…I’m not proud…” he managed to get out.

Amy’s eyes lit up with joy as the wetness built between her legs. This was a totally new experience for her and she was loving every moment. To watch her sexy TA make that frat punk squirm with embarrassment, to have him as her plaything…This was fun!

Lisa set the crop down and took up the paddle to deliver the first part of the punishment. The TA cruelly smiled to Bill as she held the implement out in front, so he could get a good look at the leather that would be tormenting his bottom momentarily.

“Get over that leather bench. Spread your legs.”

This was getting rougher and rougher on Bill. He struggled to get over the bench. His hard-on made it difficult. Finally he pushed it to one side and managed to get into position. Lisa showed him no mercy as she massaged his bottom and reached in front to tease him.

Amy studied the paddle in Lisa’s hand. It was obvious that it was intended to be used against one bottom cheek at a time. Burnside had chosen it for Lisa because it would give her maximum control over where she landed her swats. She positioned herself and gently rubbed Bill’s bottom with the implement. He sighed with terror and humiliation.

“This almost feels good, doesn’t it?”

Suddenly she drew the paddle back. POP! Bill’s right bottom cheek turned pink. Lisa decided to hit again in the same spot. POP! The color darkened a bit. POP! Again in the same spot. She passed her hand over the pink area, fascinated that it felt warmer than the rest of Bill’s bottom. She shifted to punish Bill’s left cheek. POP!… POP!… POP!… POP!… POP!… Amy landed five quick hard swats on Bill’s left side. She paused to enjoy the sight of Bill’s left bottom cheek change color. She passed her hand over the pink zone. POP!… POP!… She landed two more swats on Bill’s right bottom cheek to even the color on both sides.

“Bill, how old are you?” asked Lisa.

Bill gasped. “Nineteen” he managed to get out.

“Amy, what about you?”

“I…I’m nineteen too,” responded Amy, a bit surprised from the question.

Lisa patted Bill’s bottom.

“Great! So you two are exactly the same age! You know what? I’ll give you a birthday spanking. And I’ll give you one for Amy as well. How does that sound? A birthday spanking for you on one cheek, and a birthday spanking for Amy on the other cheek.”

Lisa stepped to the frat boy’s side so he could see her. “Bill, look at me. Doesn’t that sound like a good idea?”


Lisa returned to her position behind Bill. She pondered whether to punish one side first, then the other, or do both sides at the same time. Finally she decided to punish one side at a time. She tapped the paddle on his right bottom cheek.

“Happy birthday, Bill”

POP!… POP!… POP!… POP!… POP!… Amy noticed Bill breathing more heavily.

POP!… POP!… POP!… POP!… POP!… POP!… POP!… POP!… POP!… POP!… Amy thought that she could hear Bill grunt on the last couple of swats. For the final four, Lisa decided to hit with all her strength. POP!… POP!… POP!… POP!…

Lisa thought that she could hear his voice break a little on the final swats, but that was not good enough. She touched the paddle to Bill’s left bottom cheek and then paused.

“Bill, aren’t you going to wish Amy a happy birthday?”

Bill looked up. There were actually tears in his eyes. “Happy birthday, Amy” he managed to get out.

Lisa nerved herself for the next part of Bill’s ordeal. She had to get him to cry before finishing with him. Burnside would not respect her if Bill could get through this without crying. Full force, she laid into him. POP!… POP!… POP!… POP!… POP!… Suddenly she grabbed the swollen skin at the base of his bottom cheek and pinched it. She twisted the skin hard. Bill’s voice broke. Lisa resumed paddling. POP!… POP!… POP!… POP!… POP!… She noticed his body shaking a bit. Lisa hit with every bit of her strength. Sweat stained her maid’s apron and dripped from her forehead. POP!… POP!… POP!… POP!… POP!… Lisa’s efforts at last were rewarded, she heard him softly sob. POP!… POP!… POP!… POP!… Lisa stopped, breathing heavily. Bill’s bottom was a deep, blotchy pink.

“Bill, stand up and turn around!” The broken frat boy did as he was told. He faced his three witnesses. Tears were running down his face.

Amy glanced over at Wendy. She could tell that Wendy was fascinated by what had just happened. She looked at Burnside. The professor was totally aroused. She had that wild look in her eyes. That was not good news for Bill. If Burnside went over the edge switching him like she did with Wendy, Amy had no intention of intervening. Bill’s well-being was not her problem.

Lisa was incredibly wet between her legs. She had to relieve herself or she would go crazy before the party ended. She decided to subject Bill to yet another indignity before turning him over to Burnside.

“Dr. Burnside, do you have something to clip Bill’s cuffs together?” Burnside turned to Amy.

“Amy, on the table. Get Lisa a clip.”

Amy passed the clip to Lisa, who ordered Bill to put his hands behind his back. She clipped them together. She took him by the arm. Bill was totally terrified especially when Burnside, Amy, and Wendy smiled at him.

“Get on your back on the floor!” Lisa snapped to Bill. When he complied, he looked up and noticed that under her apron Lisa was completely shaved and totally wet. The sight of her aroused him and yet again he was hard. He stuck almost straight up. Bill’s tormentor looked down at him with disdain. “What’s the matter, you never saw one of these before?” She lifted her apron. “Here. Now you have a better look.” She lowered her apron and got ready to completely shock everyone in the room, including Burnside.

Just how much of an exhibitionist Lisa truly was came out in her next command. She ordered the other two naked students to turn around and “enjoy the show”, as she put it. Then she glanced down at Bill to notice him looking up her apron again.

“Since you like looking at my pussy so much, you pathetic little shit, I’ll give you a close-up.” Lisa knelt over his face. “Now start licking. Make me come, or I’ll paddle you all over again.”

The TA pressed down on her victim’s face. She made sure that she was positioned so her clitoris was over his mouth. Bill complied, wiggling his tongue around and over his tormentor’s clitoris and labia. At least he knew how to give head. The threat of another paddling was not necessary, because Lisa climaxed almost immediately. Her body was covered in sweat and she gasped as a delicious orgasm swept over her. The orgasm felt so good that she totally forgot she was being watched by five stunned witnesses. Once she calmed down, ordered him to keep licking “until you’ve cleaned me up”.

Lisa stood up. She sighed with relief as she wiped the sweat off her face. She was still incredibly aroused, but she no longer felt out of control. Without unclipping his cuffs, she reached down and helped Bill to his feet. The lower part of his face was shiny and smelled of sex. His erection was harder than ever. He looked totally broken and miserable. His torment became even worse when the others burst out laughing, first Burnside and Amy, then Wendy, and finally the other two male students.

Burnside suddenly became serious again. She grabbed Bill by the arm and walked him back over to the leather bench.

“Get back over the horse!”

“Dr. Burnside! I just…”

“…got it from Lisa…” interrupted Burnside. “I haven’t touched you yet! Lisa punished you for insulting Amy in my class. I still need to punish you for trying to cheat on my midterm! Totally separate issues!”

Burnside pushed him over the bench and snapped at him to scoot forward. She clipped his wrists to the legs of the bench, then moved to the other side to clip his ankles. Burnside slapped the inside of Bill’s thigh. “Spread ‘em!” Bill spread his legs wide. He was pressed hard against his penis, which was still erect. The backs of his testicles were clearly visible between his pink bottom cheeks.

Amy looked at the other two male students. They were standing together near the kitchen door, facing Bill and Burnside. She recognized one of them from the other class that she had with Burnside, but did not know his name. The other guy she had not seen before. He must have been from another of Burnside’s classes.

The guy she recognized from her other class was fairly good-looking, not as handsome as Bill, but not bad either. He did not have that stupid-looking tan-line that Bill had from running around in his shorts all the time. He cringed with embarrassment when his eyes met Amy’s. She made it a point to let him see her studying his penis and the surrounding shaved area. He moved to cover himself. Amy shook her head and smiled at him.

“I wouldn’t do that if I were you. Besides, a couple hundred people are going to see you tonight. You won’t have a chance to cover up lugging drinks around.” Reluctantly he dropped his hands and left himself uncovered as he cringed and blushed from humiliation.

The guy that Amy had not seen before was about average in appearance. He seemed not to be bothered by his situation and made no effort to cover himself. Instead he was staring straight at Bill’s bottom and looked aroused. Amy glanced at his penis, which was stiffening. It was clear that he was looking forward to seeing Bill get punished.

Burnside picked up the switch that she had used to punish Amy and Wendy before the Halloween party, looked at it, then adjusted her grip and swished it through the air in front of Bill’s face.

“I think this will do. I was thinking about a cane, but I’ll just go with this.” She caressed Bill’s bottom with the switch. She lightly tapped the backs of his testicles with the tip. Her eyes shined. She wet her lips.

Amy squeezed Wendy’s hand. She could tell that her friend was thinking of her own punishment four months before. Wendy cringed in sympathy with Bill, her unease clearly visible even under her heavy make-up.

Burnside stepped back. She raised her arm. Amy heard the switch as it descended on Bill’s right bottom cheek. Bill jerked and gasped. A reddish line immediately appeared at the base of his right bottom cheek and turned dark. Bill shifted back and forth. Burnside struck again, only slightly higher. Bill gasped again, this time a bit louder. Burnside hit him again, the third stroke, almost, but not quite, touching the second one. After just three strokes, Bill sobbed for the first time.

Amy was amazed at Burnside’s accuracy. Later she would need to ask her professor how she was able to control her strokes so well.

Amy heard the whoosh of the switch again. Bill sobbed louder. His knees started to shake. On the fifth stroke he screamed. It fascinated Amy to hear a guy scream in pain. She had never heard that before.

It was the scream that set Burnside off. Her eyes went wild. Her face tensed up with fury and pleasure. Savagely she laid on stripe after stripe both sides of Bill’s bottom. He started screaming and sobbing continuously.

Burnside laid a total of 14 stripes on Bill’s bottom from the right side. The new welts crossed each other, forming blood blisters.

Bill was crying hard. His body jerked with each sob. Burnside jumped behind him to begin on his left side. She gritted her teeth and slashed full force. Her face was scary-looking. Amy and Wendy exchanged glances. Amy could tell that Wendy was frightened.

Amy glanced back at the two male students. Amy’s male classmate looked every bit as scared at Wendy. The third guy, however, was totally enjoying the sight of Bill’s tormented backside. He was very erect. Amy suddenly suspected that he was gay and quite happy to be watching the show. It seemed that his nakedness and the condition of his own bottom did not bother him in the least.

Burnside hit Bill again and again, a total of 15 more times from the left side. Bill’s bottom was turned into a mass of criss-crossed welts and painful blood blisters before she finished. He screamed non-stop.

In spite of her resolve not to intervene on Bill’s behalf, Amy was relieved when Burnside stopped hitting him. She looked at his bottom, which made a strange sight. The lower half of his right bottom cheek displayed five neat even lines. However the rest of his bottom showed where Burnside had lost control, covered with uneven, criss-crossed welts.

The spell went out of Burnside’s face. She breathed heavily for a few minutes as she resumed control over herself. She unclipped her victim’s ankles and wrists.

“Get up, you little cry-baby punk!” snapped the professor. Bill, still crying, struggled to get off the bench onto his feet.

Suddenly the doorbell rang. Amy ran to the door. A group of female graduate students were outside, all dressed in Mardi Gras type outfits. Amy let them in. Their faces lit up with curiosity and amusement when they saw Bill. It was obvious that one of the graduate students recognized him.

“Bill!” she screamed with delight. “What happened to you?”

Bill turned away. Lisa grabbed his arm and spun him back around.

“She asked you a question, bitch-boy! Answer it! And look at her when you speak!”

Bill forced himself to look at the graduate who knew him. “I…I…copied a test…during …midterms”

The graduate student turned to her companions. “Bill’s my roommate’s ex-boyfriend. This is great! She’ll love it! Let me get a picture!”

The graduate student handed Amy a camera. Suddenly two of the others pulled out cameras and passed them to Amy. Amy took a total of twenty-five pictures of the group and Bill, who was still crying from the pain of his punishment. Each of the girls wanted to stand arm-in-arm with him, and each wanted a shot of his badly marked bottom. Amy wondered what type of circulation the photos would receive once developed.

The doorbell rang again. Burnside had not realized how late it was. Guests started pouring in. Amy and Wendy watched in amusement as the three male hosts started taking coats to the back room. Amy turned to Wendy. “Aren’t you glad it isn’t us this time?”

Burnside told the hosts to split up their duties. She sent Bill and the gay guy into the kitchen. Amy’s other classmate stayed outside to take drink orders. The gay guy seemed delighted. Amy wondered how long it would be before he started making passes at Bill. Amy remembered Burnside’s words at the beginning of Bill’s ordeal: “Let this be a lesson to you, Bill. No matter how bad you think things are, I can always make them worse.”

After talking to and dancing with some of the male guests for a while, Amy decided to find the girl who wanted Bill’s picture. She told the graduate student about the “stupid bitch” comment and how Bill was caught and punished by Lisa. She described both the paddling and switching, as well as the part about him having to perform oral sex on Lisa. The other woman was delighted to know the details. “This makes it even better!”

Wendy took a picture of them together, Amy in her nurse’s outfit and the graduate student in her Mardi Gras outfit. Amy then learned some very unsavory details about Bill and his treatment of various girlfriends and classmates. He had even raped an unconscious high school student last fall after spiking her beer with Rohypnol and later bragged about it. Amy felt even less sorry for him once she learned what a truly rotten person he was.

By chance Amy touched the enema tube on her belt. Hmm, I haven’t used this tonight, she thought. We’ll need to get Bill back out here in a few minutes…


Amy and Wendy spent much of their time that night simply observing their professor. Burnside cheerfully talked with her guests and did her usual flirting with the male professors. There were four older professors in particular with whom she seemed to hang out the most. Midway through the party they were sitting together on chairs next to the wall. Amy noticed each of the men passing a present to her. One of the men, who Amy recognized as a senior professor called Dr. Jim Halsey, made a comment and the others laughed.

Amy could not hear the conversation, but she noticed Burnside laughing shyly and shaking her head. Dr. Halsey and Burnside then stood up, face to face. He took the woman’s hands and began kissing her. The people nearby began cheering. The older man stepped back slightly, still holding Burnside’s hands. He addressed her again, and she shyly nodded. With that Dr. Halsey turned to face the guests.

“Attention! Attention!” The crowd quieted down. “Tomorrow is Ruth’s birthday. What do you propose we do about it?”

“Birthday spanking!” shouted a couple of partiers. The crowd cheered. Suddenly the whole living room started chanting “SPANK!…SPANK!…SPANK! The chant died down into a cheer. The older professor pulled a nearby chair away from the wall, sat down, and smiling, took Burnside’s hand.

“Ruth, my girl, the people have spoken. You are 41 years young tomorrow.”

Dr. Halsey pulled Burnside towards him. Her face turning quite red, she went over his lap. Amy realized the birthday spanking must be an annual ritual between the two professors, and that was why Burnside had chosen an outfit with no back. She did not want to wear something that she would have to take off in front of the crowd when she got her birthday spanking.

The older professor slapped his companion’s bottom quite hard 41 times with his hand. She closed her eyes and seemed to enjoy it. The slaps rang out through the quiet room, as the partiers watched the university’s most infamous dominatrix get her own bottom reddened. Burnside’s expression was relaxed and content through most of the spanking; she was used to much more serious play. At the end of her 41st swat, Burnside got up and hugged her friend. She turned around and wiggled her reddish bottom to the cheering crowd. The two professors then posed for pictures, Halsey facing the partiers with an impish expression while his companion continued to hug him with her bottom turned towards the multiple cameras documenting her 41st birthday celebration. It was obvious the whole affair had been in fun and that Halsey’s hand had left her quite stimulated.

Amy smiled to herself, thinking about Robert. She wished that Robert could have given Burnside that birthday spanking with his strap. The professor wouldn’t be so light-hearted right now had she taken those 41 strokes from Robert.


Bill’s work in the kitchen was becoming more and more unbearable. That damn gay guy wouldn’t leave him alone. Any other time Bill would have torn him apart, but he couldn’t do it here. Bill knew that Burnside would really let him have it if he fought in her house.

The truth was that the other guy was just teasing Bill. Yes, he was gay and thought Bill was quite attractive, and it also was true that he had made a pass at him. Normally, after being rejected he would have dropped the matter and moved on. However, Bill’s reaction was so vehement that the other guy was decided to have some fun with his homo-phobic kitchen companion by continuing to flirt with him.

A short time after Burnside’s birthday spanking was over Bill decided to get out of the kitchen and beg his professor to let him take drink orders from the guests instead of mix drinks. To his huge misfortune he could not find Burnside, but he did find Lisa with Amy and Wendy. At first he thought he would find a sympathetic ear. Lisa quickly ended that hope.

“Look, your boyfriend is not my problem! You are here to help Dr. Burnside serve her guests and I don’t see that you’re doing it!” Suddenly she noticed the enema bag on Amy’s belt. “Bill, you know what? I’m going to motivate you to get back to work!”

Bill’s face showed the distress and disappointment of Lisa’s rejection. “Fine! I’ll go back!”

“No you won’t! Not yet! You’re out here fuckin’ around instead of working and you’re gonna pay for it! Turn around and face that wall!”

Bill reluctantly turned around. Lisa quickly handcuffed Bill’s hands behind his back and snarled “Get on your knees! Keep your face to the wall!”

Bill shook with terror. He was expecting another paddling over his welts. However, more paddling was not what Lisa had in mind. Instead she ordered Amy to unhook the enema bag and tube from her belt and screw them together.

“OK, I need you to go in the kitchen and fill that bag. As full as you can get it. Make sure the water isn’t too hot.” She turned to Wendy. While Amy’s doing that, I need you to grab a tube of K-Y from the back table.”

As Amy turned to make her way to the kitchen, Lisa tapped her shoulder and gave her another order.

All characters contained within are entirely fictional; any similarity to any real or fictional person living or deceased is totally unintentional. Do not read this story if you do not enjoy reading about consensual sexual activities of an exhibitionist nature. Otherwise read on……


A new month has begun and the Easter holidays lay ahead of me, a whole four days of freedom from the usual routine of work. On the one hand I’m lucky because I’m one of the few Prison Officers who has been granted the whole weekend off (favouritism I have heard muttered by some), on the other hand having four days off with nothing planned seems a waste of time when I could be earning double time. But as they say all work and no play makes Sam a dull guy so I will just have to find something to occupy my time, starting with housework and ironing tonight so I don’t have that chore hanging over me for the rest of the weekend!


Well diary, I have had a more interesting day today than I thought I would, or perhaps curious would be a better term.

This morning first thing I jumped into the car and paid a visit to the local supermarket and stocked up with some groceries, I don’t know if I’m being paranoid but I am sure that I caught more than one person giving me the eye up. It got to the point that I stopped and checked my reflection out in the shop window. No, everything seemed in order, just my usual jeans, trainers and tight fitting muscle top. Okay, I know that my physique has improved since I started at the prison but I didn’t think it was that much improved! The other thing which has occurred to me is that perhaps I am developing what I have heard called ‘gaydar’, that is being able to sense when another guy is interested in you.

When I was bent over one of the freezers trying to decide which pizza to have tonight, something made me look up and straight into the eyes of a cute looking shop worker, he must have been all of eighteen with big blue eyes and a thick mop of blonde hair. He flushed bright red having been caught in the act of staring at me and gave me a weak smile in an attempt to cover up his embarrassment. I winked in response and gave him a broad grin before looking back at the pizzas on offer. When I had made my choice and looked up again, the young lad had disappeared. Feeling a little disappointed I silently chided myself because he was far too young for me – I was old enough to be his father!

Then as I was queuing up at the checkouts, I was lost in idle thought when something caught my eye and as I looked over to the next till a guy, perhaps in his thirties gave me a sly smile before quickly looking away as his wife looked up from what she was doing and spoke to him. I was so surprised I failed to respond and stood there in a daze, until a loud cough behind me brought me back to reality and I started to unpack my shopping onto the conveyor belt. Finally the checkout girl was all touchy feely and overly friendly. Enough was enough! I had to get out of there quick before anything else happened…..

Back home, having unpacked and made myself some lunch I felt bored and lonely. Refusing to give into this self-defeating frame of mind I decided it was time for some company, and I knew just the place for it – the leisure centre. It’s always guaranteed to be busy; I could get some exercise and was bound to bump into someone I know. Which is exactly what happened and led to an interesting meeting with Jason (Aaron’s best friend, who went to the stag do).

I paid the entrance fee and made my way to the male changing rooms as normal, found the locker I had been allocated and followed the routine I always do. Call me OCD if you like but I have always done it since being in the army. I opened the locker; then removed my trainers and socks before stuffing the socks into the trainers and then into the locker; off came my jeans to be folded neatly and placed on top of the trainers; next my muscle top and finally my boxer shorts, again both were neatly folded and placed into the locker. Standing there comfortably naked I retrieved my towel and swimming trunks, placed them on the bench, then put my sports bag into the locker, spun the combination lock and turned back towards the bench. As I reached for my trunks I heard my name called and looked over in the direction of the voice. Walking briskly towards me was Jason with a Cheshire cat smile on his face; reaching me he dumped his bag on the bench, gave me a great big bear hug and a hearty slap on the back, seemingly oblivious to my state of undress.

I coughed loudly to draw his attention to the situation as a couple of guys were beginning to stare and I was feeling distinctly uncomfortable.

“Sorry Sam!” Jason chuckled stepping back, “I didn’t mean to embarrass you but I am just so pleased to see you. I’ve been meaning to catch up with you ever since Aaron’s stag do but I’ve lost your mobile number and felt a little awkward asking the other guys for it again.”

As I listened to him I donned my swimming trunks and slung my towel over my shoulder before replying “I didn’t know you had my number in the first place, not that I mind you having it, I’ll give it to you now if you wish.”

“Oh that would be great! Let me just get a pen out of my bag and I’ll make a note of it” he replied doing exactly that.

Closing my eyes to aid concentration I gave him my mobile number and got him to repeat it back to me for accuracy, only then did I ask him what he was doing here.

“I have been putting so much weight on recently that Aaron and his dad has started to pull my leg about me getting fat and no longer being a babe magnet. They suggested that I follow your example by getting out and exercising more, which is why I am here. I thought I would start off gently by doing some swimming, gain a bit of confidence and see if there’s anyone who can give me some guidance on doing things the right way. That’s why I’m glad to have bumped into you. You’re exactly the right guy for the job, that is, if you don’t mind…..”

“Well, I’m flattered naturally, that you feel I’m the man for the job” I replied, a little surprised by what I had just heard “but I must warn you that I’m only an amateur and not qualified as a sports physiotherapist. I can tell you what’s worked for me and what hasn’t; then the rest will be up to you. Anyway, you don’t look overweight to me.”

“Oh I am, believe me” Jason retorted with a frown. “You’ll see in a moment.”

Without further ado he removed his Jacket, slung it on the bench and then started to remove his jumper.

“Before you go any further Jason, have you located your locker yet?” I asked with an amused smile.

“Oh shit, no I haven’t! Thanks Sam. See I know I’m going to be in good hands….. Now where is it? Ah there it is. That’s handy; it’s only a couple away from yours.”

Having opened the locker Jason threw in his jacket and jumper before his shoes, socks and jeans joined them. He paused momentarily standing in just his T-shirt and pants, then apparently having summoned up the courage he removed his shirt, threw it in the locker before slowly peeling down his pants and stepping out of them. As he stood up straight again his huge cock swung pendulously from side to side above his hairy balls.

I could not help myself but to whistle appreciatively and mutter “You sure are a big boy!”

“I know, this is exactly what I meant” Jason responded prodding and poking at his developing beer belly.

I chuckled before saying “Okay your stomach could do with a little toning up but that wasn’t what I was referring too….”

By now Jason had put on his Speedos but his ample package was still very evident for all to see (should they wish to look), he glanced over to me with a strange expression on his face before it lifted to be replaced by a smile and a slightly camp “All the girls say that!”

In a more serious tone he asked me to have a look at him and let him know what parts of his body I thought he needed to pay attention to and then did a slow pirouette with his arms lifted slightly. I deliberately took in every part of his body; his muscled hairy legs, slightly prominent beer belly, his hairy chest and arms were decently proportioned, his bum was masculine in it’s squareness as was his jaw line. He wasn’t classically handsome but all the same was very pleasing to the eye and was sporting a trendy haircut and razor thin goatee and beard. I was slightly envious of the fact that he could sport that style of beard due to the blackness of his hair whereas my hair had always been too pale a brown to carry off such styling, made all the worse by the increasingly common white hairs.

“All in all” I announced “you’re not in bad shape, you’ve just got to lose that tummy of yours. Cutting out the beers and junk food along with some decent exercise should sort out in no time. Now shall we go for a swim before we get done for loitering?”

We spent the next hour in the main pool alternating between serious length swimming and getting our wind back breaks treading water and making small talk. By the end of the hour we were both exhausted and glad to stand for a few minutes under the invigorating hot showers. While we were towelling ourselves dry and dressing once more we talked more about the exercises he should be doing on his own.

“Well, what are you doing tomorrow for exercise?” Jason asked casually.

“Oh, I shall probably do a couple of laps of gently jogging around the park, but that will be all. Why? Would you care to join me?” I replied just as casually.

“Would you mind? I haven’t done any jogging for years. Well not since school at least.”

“Of course I don’t mind. You know where I live, just call round, say 10.30am and I’ll break you in gently, so to speak” I said with a smile.

“You’re on! See you tomorrow then.” Jason said clapping me on the shoulder and headed for the car park.

I went in the opposite direction having walked to the leisure centre from home. Well, I only live a mile and a half from there; it seems crazy to drive that short distance to a place you’re trying to get fit in! Twenty minutes later and I was back home again with my mind focused on locating all of the men’s fitness magazines and books I had stashed around the flat and never quite got round to reading. If I am going to be a fitness coach I must at least sound like I know what I am talking about!

So my Friday night has not resulted in me being down the pub as usual talking to Tom and Mike in the Kings Head over a pint or two of beer, instead I have had my face stuck in umpteen magazines and books formulating a fitness routine for Jason.


Woke this morning bright and early with the sun streaming in through a chink in my curtains, lay there listening for a few minutes to the cheeping of a couple of sparrows on my bedroom window ledge before passing traffic drowned them out. Oh the joys of living in central London I thought to myself, one day I hope to be able to move out into the suburbs and away from the traffic and pollution. In the meantime I am enjoying the facilities and convenience that living here offers, who knows one day….

Having got up early I had time to enjoy a leisurely breakfast and pop down to the newsagents to fetch the daily newspaper. I was still reading it when there was a ring on the doorbell, leaving the paper open where it lay (to make it look more casual) I answered the door to a bright eyed and bushy tailed Jason, wearing jogging bottoms and sweatshirt, clearly raring to go.

“Come in, come in young man” I greeted him with a smile.

“Morning Sam, I hope I’m not too early.”

“No you’re right on time, I’m actually running a little behind time, so please make yourself comfortable while I just get my running gear on” I said as I wandered into my bedroom and retrieved a pair of shorts and a muscle top from my chest of drawers. I quickly shucked my tracksuit bottoms and T-shirt, throwing them on the bed and was in the middle of putting the muscle top on over my head when I heard Jason’s voice close behind me asking if he could use the toilet before we go for our run.

Not turning round I said “Sure, of course you can. It’s the door straight in front of you.”

“Thanks.” He replied.

Strange I thought; I’m sure he’s been here before so he should know where the toilet is. Shrugging my shoulders I thought no more of it. I quickly pulled on my shorts and was tying up the laces of my running shoes when Jason returned. Without further ado we made our way out of the block of flats and over to the park where our run would start in earnest.

Poor old (or rather that should be ‘young’) Jason, he was clearly out of shape and by the second lap of the park he was flagging. I looked over at him, he was red faced, sweat was pouring down his face and his gelled crest was distinctly wilted, his shirt looked like it had been in a wet T-shirt contest. Finally the ordeal was over for him as we reached the park gates and I told him he could stop and take a breather. His expression was a picture, there he was totally exhausted and here was I nearly twice his age scarcely panting.

“Let’s go home Jason, you’ve earned a rest, how about you have a hot shower when we get back to sooth your tired muscles before we look at some exercises you can do before next weekend.” I said as briskly as possible.

Jason didn’t have the energy to say anything; he simply nodded, stood up straight and tried to match my pace as we made our way back to the flats.

In the bathroom I showed him how to operate the shower, where the soap, towels etc were kept and left him in peace while I laid out the light lunch I had prepared earlier on the kitchen table. I was just pouring the fruit juices out when I heard the noise of gently padding feet behind me, turning round I saw the naked frame of Jason walking in with just a towel wrapped round his waist, his lunchbox was making a distinctive bulge at the front.

“Does that feel better?” I asked, doing my best to keep my eyes off his crotch.

“Yes thanks, I almost feel ready to go again!”

“No I don’t think so, one run per day is quite sufficient that is unless you wish to injure yourself. I thought we would have a light lunch and then I will show you those exercises before you leave.” I said as I handed him a glass of apple juice.

“Sure, sounds good to me” he replied, making himself comfortable at the table and quickly started tucking into the salad and French bread.

When we’d eaten sufficiently I ran through the sit ups, press ups, squats and stretching exercises demonstrating each one to him. As I was showing him each one I got the distinct feeling his mind was elsewhere and asked him if this was the case. A little embarrassed he admitted he was a little distracted but wouldn’t divulge any further information so I didn’t press him as it was none of my business.

“Okay, let’s see how much you have taken on board what I have said. Please join me down on the floor and I want you to do some press ups.” I said in the best coach voice I could muster.

“I know how to do that.” He responded.

“You might think you do but I want to be sure that you are doing it correctly.”

With a sigh he laid down on the floor, feet towards me, head away and started to do a couple of press ups.

“No you’re doing it wrong” I admonished him. “Your feet should be a foot apart to give yourself greater stability and place less strain on your wrists. Try it again please.”

He did as requested and started once again, this time I had a good view between his legs and could see his balls swinging gently with each movement. I could just make out his cockhead hanging just below his balls. My cock twitched a little at the sight.

“Okay, that’s fine. Now let’s see you do some sit ups. I will hold your feet to provide you with stability, say do five for me.”

Not saying anything, he simply sat in front of me with his feet flat on the floor; knees bent and then lay back on the floor with his hands behind his head. If I thought the previous view was good, then this one was fantastic! Jason’s towel had slipped under gravity down from his knees to around his waist fully exposing his cock, balls and arse crack. I couldn’t help but lick my lips in response. As he carried out the sit ups he kept his eyes focused on the wall behind my head, only when did he complete all five sit ups did he look down and realised that his towel had slipped exposing his assets.

“Sorry Sam, I didn’t mean to give you an eyeful! It’s my fault I should have got properly dressed and not been lazy by keeping just this towel on. I hope I didn’t offend you in any way.” He said as he quickly stood up and rearranged the towel to cover himself once more.

“Hell no!” I replied “I’ve seen it all before, both in the army and more recently in the prison service. Nakedness has never bothered me, don’t give it another thought. I often walk round here naked when I’m alone, though not so often when I’m in company!”

“Cool! It’s just that some people are bit stuffy when it comes to men’s bits, for example my girlfriend. How she hates the sight of my bits on display except when we’re having sex, says they’re disgusting. Me, I can’t see what’s wrong with them personally.”

“No, I can’t say that they look wrong in anyway. Certainly nothing to be ashamed of, and if I remember correctly you didn’t seem too averse to taking your kit off during the stag do!” I remarked with a chuckle.

“True. But it’s amazing what a little bit of alcohol in your system can do for your courage! I hope you don’t mind Sam but I really must be going now. It’s nearly 2pm and I said I’d meet Kirsty at 2.30pm, if I’m not careful I’m going to be late and she doesn’t like to be kept waiting.”

“That’s fine with me. I think to be honest we’re just about done; I can see that you know what you’re doing. Run along and get dressed, I don’t want you to get into trouble on my part. Regarding ongoing training, how about we go swimming on Sundays and do jogging on Mondays and Thursdays. How does that sound?” I asked. “That way you get a couple of days rest in between each activity.”

“You’re the fitness boss. I’ll do whatever you recommend.” Jason replied as he hurriedly put on his rather damp and sweaty running gear.

“Next time we go running it might be worth bringing a change of clothing; that way you won’t have to put on those rank sweaty clothes afterwards.” I suggested.

“Good idea, I should have thought about that. Right oh, will do, I’ll see you on Monday then? Will it be okay if I bring Aaron with me next time? It’s just that he said if everything went well he would like to join us.”

“Sure, more the merrier” I replied and shut the front door behind him.


Dear diary, sorry about not writing an entry yesterday but nothing happened. Literally! It pissed down with rain all day, spent most of the day lounging around on the internet and watching old movies on the TV. Waste of a day, I guess but I enjoyed it in a way…..

Back to today, went for our planned jog round the park with Jason and Aaron. This time Jason was more prepared, they both had a change of clothing and like me they wore shorts and muscle vests for coolness. To be frank neither were particularly fit and this time they were exhausted after one lap, so we had a five minute break slowly walking before picking up the pace again. The dynamics with the three of us was different and I felt more like a father out with his two sons; slightly distanced as the two guys are such close mates.

Back at my flat we took it in turns to have showers. Jason went first, then Aaron and finally me. Jason, as ever took the lead by returning from the shower wearing just his towel as he had on Saturday. Aaron looked slightly surprised and looked at me in askance.

“It’s fine by me, as I’ve already told Jason I run a relaxed house here so wear what you please or not as the case may be. Just do whatever you feel comfortable with” I said.

“You’re cooler than dad you know.” Aaron called out on the way to the bathroom.

“Really? I always thought Tom was a laid back guy.” I said to Jason who by now was sprawled out in my arm chair.

He must be comfortable in my presence I thought to myself because the position he has assumed leaves him totally open to view and he must know this. While the towel was still wrapped round his waist, one leg was draped over an arm and the other was lying straight ahead. His balls hung low almost touching the seat with his cock draped over one thigh held in place by the towel.

“He is, except when it comes to matters of the human body or sex, then he gets all prudish big time” he replied.

“Oh ok.” Was all I said as I distracted myself with preparing lunch and drinks.

By the time I had finished laying up the table Aaron had returned wearing a towel wrapped tightly round his waist and walked over to the window commenting on the views I have from the flat.

“As you’re back now, I’m just going to have my shower. I’ll be back in five.”

Nearer ten minutes later I walked back into the room feeling refreshed and a lot more fragrant! Deciding to be one of the lads I also wore just a towel, after all I have to live up to the rules I had set out.

Sitting round the table, lunch was a relaxed affair, the main topic of conversation being Aaron’s wedding, honeymoon and how they had been getting since their baby had been born two weeks earlier than expected. I wondered if Aaron’s keenness for the keep fit was to get some ‘me time’ away from mum and baby. I kept this thought firmly to myself.

Two hours later I had my flat back to myself having arranged to meet them on Thursday evening for the next jogging session. I spent the rest of the day trying to get the image of Jason sprawled out in my chair out of my mind, it was a task I found very difficult!


First day back on the shop floor, so to speak, and it was all systems go from beginning to end. As ever we did hand over first catching up on events over the bank holiday weekend. It seems that on the whole the prison was quiet with the inmates being calmer; it might just be something to do with the fact that a large number of them had shot their loads either inside Jarek or over the shower floor. The only person who hadn’t calmed down was Jarek, after spending most of Friday and Saturday inside his cell he had finally surfaced and kept asking when I was back on duty.

Despite being offered assistance by the other prison officers he wouldn’t talk to them, insisting that he only wanted to talk to me. Flattering I’m sure, but I was a little apprehensive about what a previously angry young man wanted to say to me who’s just been publicly fucked and fisted for two hours. Well he would just have to wait until the prison wing rounds had been completed.

Finally mid-morning I walked onto E-Wing with George and we went from cell to cell checking in on the inmates, I didn’t see any sign of Jarek until I walked into his cell. He was lying sprawled out on his bed, naked obviously because this was now his permanent state of affairs, reading a girly magazine. He was surprised by our sudden arrival and looked distinctly uncomfortable.

“Come on Jarek, look lively” George boomed out “you know you have to stand to attention when your room is being checked.”

“Er, do I have to Sir?” Jarek responded, flushed with embarrassment.

“Yes” was our simple answer.

Reluctantly he closed his magazine, climbed off his bed and stood up straight. The reason for his reluctance was obvious; he had a hard on which he was doing his best to cover up with his hands. Being the considerate people we are we chose to ignore this fact and proceeded to inspect his room. Once we were finished I turned to Jarek and asked him what he wanted to talk to me about.

“It’s embarrassing Sir, is there anywhere I can talk to you in private?” Jarek asked.

“What’s wrong with talking here?” I responded.

“Well, I need your advice and I want to show you something of a personal nature. You’ve been straight talking with me and I will trust what you say.”

“Okay, let me finish the morning rounds, I’ll then be back and we can talk in private in one of the interview rooms.”

“Thanks Sir”

With that George and I resumed our rounds which we completed without further incident. Before I collected Jarek I cleared it with Max to make sure that it was okay to use one of the medical interview rooms. His response was positive and appeared pleased that I had gained the confidence of a previously troublesome inmate, I was free to use any room that Richard wasn’t planning to use.

With the formalities over with I went over to E-Wing and escorted Jarek back to the main building and into one of the spare interview rooms. My impression of him was although he was still clearly a force to be reckoned with judging by the other inmates’ reactions, the angry fire burning in his eyes I had seen previously had gone. In its place was a concerned expression and just possibly a little bit of maturity.

Closing the door behind me I gestured for him to sit on the examination couch while I pulled up a chair and sat down opposite him assuming as relaxed a posture as possible.

“Right Jarek, how can I help you?”

Jarek made no immediate reply. He sat on the edge of the couch, legs slightly spread with his hands gripping his knees and feet gently swinging backwards and forwards. He studied his feet intently for a minute or two before looking up at me.

“I’ve been doing a lot of thinking over the last few days, okay since my night in the stocks, and I have some questions I want answers to but I don’t know where to look for them or who to ask.”

“Well” I answered slowly. “How about asking me any question you might have. If I have the answer I will be honest with you, if not then I will investigate and come back to you. How does that sound?”

“Okay, I guess. The first question I have is; my girlfriend, Marita, has a visiting order and wants to see me but how can I let her see me like this? She will want to know why I’m naked while the other inmates are clothed. What am I supposed to tell her and how far do I go with the explanation?”

“I think you will find that when members of the public visit you will be provided with suitable clothing. In fact I am sure management have bought in specially designed boiler suits for inmates who have been permanently prohibited from having personal possessions. That way she’ll be none the wiser and you won’t have to tell her anything, unless you want to that is.” I advised him.

“In what way are they special?”

“They are all in one and don’t have any pockets into which items can be smuggled, if you catch my drift.”

“Yeah yeah” Jarek sighed. “My next question is, after my night in the stocks, is that quits? When do I get my clothes back?”

“That’s an easy question Jarek. You won’t be getting your clothing back until the end of your prison sentence. You know from the rules. You lost the right to have clothing after your second infringement; you went on to commit two other infringements resulting in the stocks. The only time you will have any clothing will be for visitors.”

“Mmm, shit. I thought that might be the answer.” Jarek said scowling.

“How have you adjusted to being naked?” I asked, trying to get him to open up and express his inner feelings.

“At first I hated it, found it degrading and felt that everyone was laughing at me. It made me feel very angry and I wanted to fight anyone who reacted in any way to my nakedness. It is only during this weekend I have come to realise that it is only myself I have to blame for my predicament. I was given enough warnings and I chose to ignore them in my pride and bravado. Having been in the stocks and endured what I had to endure, my nakedness seems less significant now and something I am beginning to accept. To be honest I have other things on my mind.”

“What things are those?” I asked becoming curious as to what those might be.

“During Thursday and Friday last week my arse and throat were very painful, I didn’t want to eat or use the toilet it was that bad.”

“Did you notice any bleeding?” I was now getting concerned.

“Not that I saw, if I had I would have called for the doctor straight away I can tell you. But by Saturday things were getting back to normal and Sunday everything was fine except for one thing.”

“And what is that?”

“My turds are now like horse dollops and I’m sure my arsehole is bigger than it was before. I want you to check it for me to make sure that it is still in working order. I know I got fucked up the arse that night and I know some of the guys are pretty big but I’ve never heard of a guy’s arse stretching so much just from being fucked!”

Well I had to smile to myself, he didn’t have a clue that he had been fisted at all, no wonder he was surprised by the looseness of his hole!

“Regarding the size of your turds, it’s probably a side effect of the stretching your rectum and anus recently experienced. As long as there’s no bleeding when you go to the toilet then I wouldn’t worry about it, you may find that they will shrink in size as your hole tightens up again. Have you tried pelvic floor exercises?” I asked trying to maintain a serious and concerned demeanour.

“I don’t even know what they are” he replied, “nor do I know if my hole’s working properly. Will you check it out for me please?”

“If that’s what you want, then sure. Okay, let’s do it. If you would please climb up on the couch, get on all fours with your head resting on your hands. While you do that I will get prepared.”

“Yes Sir” was all he said in response.

Turning round I opened desk drawer and retrieved a box of latex gloves and a small can of Crisco. Slipping on a pair of gloves I opened the can of Crisco and turned back towards the couch to find that Jarek had obeyed my instructions and assumed the required position.

“Okay Jarek, I would like you to help me here. Please reach behind you and using both hands pull your cheeks apart, you may need to spread your legs a little to stabilise your position. It will make it easier for me to assess your hole.”

Jarek made no comment but did as he was asked. It was a sight to behold, he arse cheeks glowed white under the harsh lighting. His balls swung freely and like his crack were virtually hairless. His cock was flaccid and diminutive in size; clearly he wasn’t finding the situation erotic. I stepped up to the couch and took a closer look at his anus. It didn’t take an expert to see that it had seen a lot of action! The hole was fully closed but the puckered skin was distinctly pink and enlarged.

I took a small glob of Crisco and smeared it all round the rim, already I could feel that the muscle tone was laxer than would normally be expected.

“Please try and relax, I’m about to assess your anus’s elasticity. I will be as gentle as I can, let me know if it gets painful or uncomfortable.” I said as I started to insert my index finger, up to the first knuckle to start off with.

Getting no response from Jarek or resistance from his ring I slowly and gently inserted the whole finger until it could go no further.

“How does that feel? Any discomfort?” I asked.

“Fine, no discomfort at all” came the calm reply.

I withdrew my finger and then introduced a second finger and inserted both fully with virtually no resistance; however I did notice he shifted his weight a little. Again I asked the same question and got the same answer, so I withdrew the two fingers and introduced a third having applied some more Crisco to his slightly open hole. As I pushed the three fingers in up to the hilt I saw him shift around again, not saying anything with my free hand I felt between his legs and found that his balls had tightened and his cock was now a raging hard on! Deciding he was enjoying it so far I took it to the next level. Again I withdrew the three fingers and started to introduce the fourth.

As a method of distraction I said “I am very impressed with you Jarek, your whole attitude turnaround is remarkable considering what you were like when we had our first encounter in the Governor’s office.” All the time I was slowly pushing the fingers in deeper and deeper.

“What do you mean?” Came a slightly breathless reply.

“Well, for a start you were very unhappy with the thought of another man simply touching you let alone having anything as intrusive as this done. Today you seem very relaxed and are taking it in your stride. What’s brought about this change in you?”

By now all four fingers were in as far they could go, I let them rest there for a minute so he could adjust to the intrusion.

“I dunno really. As you say at the beginning I found the very idea repulsive and against everything I have ever been taught. But having spoken to other guys and experienced things I didn’t think possible my viewpoint has slowly shifted. What has surprised me the most is that some on the experiences are pleasurable, even this one I guess. Does this make me gay? Because I still fancy and miss Marita like crazy.”

I withdrew the fingers and noted that the hole was slow to close; I smeared some more Crisco round the hole and plenty on the whole of my fist up to the wrist. In for a penny, in for a pound I thought to myself. I coned my fingers and thumb then gently started to push them inside. Again to keep up the distraction I hesitated as the fingers started to enter his hole before replying.

“I’m glad you’re finding this pleasurable and I am close to letting you know the findings of my assessment. No, I don’t think it makes you gay at all, simply more in tune with your body. I think it’s important that you keep Marita close to your heart because you will need her when you are released. Now, tell me, are you feeling any discomfort?”

By now my hand was in up to the widest part of the hand, I stopped pushing while I awaited his answer and again to allow for its accommodation.

“Umm, only a little, a bit like near the end of my time in the stocks. It doesn’t hurt, I just feel full. Yeah that’s it, like when you’re bursting for a dump. I think I’m about to shoot my load any time soon. How many fingers have you got inside? I’ve lost count while we’ve been talking.”

As he asked this question, his ring gave up its slight resistance and the whole of my hand slid smoothly inside until it was buried up to the wrist.

“Aaaaaargh! I’m cumming! Eeeeeergh!”

Jarek’s cock shot three large globs of spunk over the couch, all the time his ring spasmed and gripped my wrist tightly. His body shook several times and then he slumped forward until he was lying flat on the couch. As my wrist was still being firmly gripped I had no choice but to go with him, finally the anal spasming eased off and so did his grip. Pulling my hand out slowly it exited with a quiet plop leaving a ruined hole behind. I unpeeled the gloves and threw them into the bin and wiped my wrists clean of a little bit Crisco and juice, then sat back down in the chair to wait for Jarek to come round from his dazed state.

After a minute or two he lifted his head and looked at me with slightly glazed eyes.

“Jeez, I haven’t experienced an orgasm like that since the night in the stocks! Sorry about the mess Sir. Have you come to a conclusion about my hole and exactly how many fingers did you have up me? Was it two or three?”

“Hey, don’t worry about making a mess” I replied “the couch cover can be washed later. I’m glad you enjoyed the experience, like I said before it’s a real turn around as far as I’m concerned. In answer to your question, yes I have the results of my assessment and what can be done about it. As to how many fingers I used, it was more than three; in fact I was able to insert the whole hand.”

“What do you mean your whole hand? That’s not possible! Are you really saying that you’ve been able to fist me? I’ve seen it done in a couple of blue movies but I always thought it was fake. Tell me you are kidding me, right?” Jarek fired at me all animated now.

“No I’m being completely serious. By the description you gave me towards the end of the assessment I strongly suspect that you were fisted during your time in the stocks, which is why your arse was so sore afterwards. Clearly no permanent damage has been done although there are obvious side effects which may be a good thing or not depending on your view point. There are a couple of exercises to tighten your anal ring if you wish or you can leave it as it is to allow easier entry in the future.”

“I’m sorry Sir, but I really don’t believe what you’re saying is possible. It would surely have hurt me if you had; all I felt just now was a little discomfort but nothing more, then an incredible fullness before I orgasmed.”

“Okay. I hear what you say but I have been honest with you. I’m going to ask you to do something, will you trust me? If you do as I say then you will have your proof.”

“Yes Sir, of course I trust you.”

“Right, get up on your knees facing away from me and put one of your hands behind your back.” I instructed him.

Once he was in position I took hold of his hand and covered it liberally with Crisco, then brought his hand down to his crack, he had to twist slightly to do this but not very much.

“Next I want you to concentrate solely on the sensations received from your fingers, keep your anus relaxed at all times.”

“Okay.” Was all he said.

I coned his fingers for him and guided them towards his open hole and pushed them in until his first knuckles had disappeared.

“Now keep pushing your fingers in until you meet any resistance.”

Looking at his hand I doubted if there would be any resistance as his hand was smaller than mine, sure enough, in less than a minute his hand had disappeared from sight up his rectum. He looked over his shoulder with a startled expression on his face, I noticed with a grin his other hand was at the front and was making jerking movements.

Within a few minutes his body was jerking and crying out he orgasmed for a second time. Once he had finished he pulled his hand out of his backside leaving a hole very slow to close. Grabbing a large wad of tissues I helped him clean himself all over until he was gleaming clean once more. His expression was hard to define; partly of satiation and partly of amazement.

“I believe you Sir, I apologise for having doubted you. Fuck, I can’t believe how good that feels! I don’t suppose there’s any chance I could try it out on you is there?”

“In a word no, for several reasons; firstly, it wouldn’t be ethical on a professional front. You came to me asking for advice and guidance, which I have given as your prison officer. To go along with your suggestion would cross the professional boundary and potentially cause both of us problems by blurring the basis of our relationship. Secondly, on a personal front, and this is to remain just between the two of us. I’ve only ever been fucked up the arse once and that was in the line of duty, so to speak.” I replied a little gruffly.

“Sorry Sir, I didn’t mean to speak out of turn, you don’t have to give me an explanation after all I’m the inmate and you’re the officer.” Jarek said suddenly all petulant.

“Look there’s no need to be like that. Personally I like you, but I think it’s best to keep things simple and I am just being honest with you as I have always been throughout our interactions. Right back to business, now you know the reason for your hole’s condition did you want to tighten it up or leave it be?” I asked.

“I think I’ll leave it be for the time being if you don’t mind, I can see that there may be some advantages to being able to accommodate large objects, at least I won’t have to fear advances from any of the larger endowed prisoners!” he said with a chuckle before adding “Oh, and by the way it doesn’t change how I feel about Marita you know.”

“Of course not, now if that’s everything I think it’s time we got you back to your cell before they think you’ve done a runner.”

With that I escorted him back to E-Wing and went for lunch, I was famished as well as parched (too much dribbling I think!). After lunch I submitted my report to Max detailing what had been said, what happened and the results before resuming my normal duties for the afternoon which passed without incident.


Dear diary, another interesting day at the office and one that has given me much to think about! This morning I turned up for work as normal, made myself a coffee and checked my pigeon hole for mail. Normally it is empty but this morning there was an official looking envelope with just my name on it. Sitting down on a nearby chair I tore open the envelope to see a note from Liam asking me to see him immediately at the beginning of my next shift.

Having spoken to George and asked him to go on the morning prison rounds without me (showing him the note as I did so) I made my way up to the Governor’s office and knocked on the door wondering what he wanted to see me about.

“Come in!” called the familiar voice of Liam.

As I walked in and smiled in his direction he gestured for me to sit down at the desk in front of him, I was a little surprised to find that there was only the two of us in the room with no sign of Max or Adrian. When I made a comment to this effect I was told that this was a confidential meeting and was to be kept secret until a definite outcome had been reached. I was intrigued by this statement and asked him to elaborate.

“Okay Sam, I will explain. Do you remember the post-punishment meeting we had with Tyler? You do? Good. Well I’ve been doing a lot of thinking since then and the report you submitted to Max yesterday crystallised the matter for me and I’ve decided to put my plans into action but I wanted to run them past you for your input. I have decided to create the role of ‘Volunteer Punisher’, one for each wing, they will be responsible for the implementation of inmate punishment under the new rules introduced in March under the close supervision of the Volunteer Co-ordinator. It will serve two purposes, firstly it will free up our own officers and secondly it will lock our tougher prisoners into a role which should restrain their more unruly tendencies.”

“Right Sir, but where do I fit in your plans and why do you need my input?” I asked, still none the wiser.

“Well, I am seriously considering making you the Volunteer Co-ordinator. If you are interested in this role I will elaborate further, there’s no pressure but I am very impressed with your attitude and popularity with the inmates. I believe you are an ideal candidate.”

“Thank you, it’s fair to say that I am interested but what is involved and will it affect my normal duties?” I replied deep in thought.

“Once I have assessed your training needs and brought you up to speed, then you will be responsible for the selection, training and supervision of the volunteer punishers. You will also be responsible for their punishment should they break the rules of their roles. As you are no doubt aware the prison philosophy is to lead by example, so we will expect you to do so too. Your behaviour must be exemplary while on duty and be able to perform all the tasks you expect the inmates to do. I have drawn up for your reference a manual outlining the volunteer role and the sexual activities they will have to be adept at. As to it affecting your normal routines it is impossible to say at this stage as we have no idea about the amount of time the role will require. This is something we can assess as we go but there’s no need to worry, we have no intention of overloading you!”

“Sounds good to me, I’d love the opportunity to increase my experience and value to the prison service so please count me in. Is there any chance of seeing the training manual?”

Beaming broadly Liam reached behind him and pushed a posh looking presentation black folder with my name on it, I guess they had every intention of me taking on the role. I guess my ambition must be a little predictable?! Opening the front cover I scanned the introduction and turned to the volunteer role section and started reading avidly. From the corner of my eye I could see Liam watching me with a slight smile on his face, ignoring it I carried on reading. I was intrigued to read that the volunteer’s uniform was to be simply a red beret and a leather belt worn around the waist to which attaches two small tubes, one of KY and the other Crisco. No other items of clothing are permitted.

Looking up I asked “Will I be expected to wear this uniform and what about the inmates who are not permanently naked?”

“Absolutely not, your uniform is that of a prison officer, that doesn’t change in any way. As to the inmates, if they want to be volunteers then they have to wear the uniform, there will be no exceptions on this point. The uniform is designed to set them apart from the other inmates, be distinctive but at the same time not give them too much authority. After all compared to prison officers and the majority of inmates they will still be virtually naked.”

I nodded my understanding and carried on reading through the manual, I was just getting to the section about sexual activities when the phone rang breaking my concentration. Liam spoke on the phone for a couple of minutes, hung up and announced that events had overtaken us

“Please feel free to take the manual and read it at your leisure when you get home, but please keep it to yourself as the contents are confidential. I have scheduled your assessment for first thing tomorrow morning, I will get Max to reschedule your morning timetable to accommodate the assessment. Okay then? I’ll see you tomorrow morning in Richard’s consultation room”

With that the meeting was clearly over so I stood up, shook Liam’s hand and made my exit with my folder under my arm. I discreetly put the folder into the boot of my car for reading when I get home and went back to work.

This evening I made myself comfortable and read the manual from cover to cover. It was very well written and covered all the areas I could think of when it came to the volunteers and the role. However when it came to the sexual activities expected to be carried out I couldn’t believe what I was reading, it was very graphic and left nothing to the imagination! I must admit I was sporting a hard on until I remembered that Liam had told me that I would be expected to be an expert in all areas of the manual both on the giving and receiving as I would be training the volunteers.

Ho hum! I could always back out but that would be the coward’s way, after all I have been happy to undertake some of the activities listed in the manual so why not go with the flow and see how far I can stretch my boundaries? Not only that, my standing in the eyes of Liam and his team would be diminished and possibly jeopardise my shining new career. I went to bed wondering what tomorrow would bring.


Oh diary, where do I begin? It has been one hell of a long and exhausting day. Starting at the beginning would be the best place I guess, here goes.

Got up early, showered and shaved in preparation for my assessment with Liam, had breakfast and got to work twenty minutes early. I clocked on, checked my pigeon hole and then made my way over to Richard’s (the prison doctor) consultation room in the medical centre. Knocking on the door I waited for an answer as I could hear muted voices on the other side. Finally I heard a “come in” and I opened the door and went in to be greeted by Liam and Richard who were sitting round Richard’s desk discussing what looked like a medical form much like we had completed for the inmates during the post punishment sessions.

“Ah do come in Sam, sit on the couch for a moment please while I explain what this morning’s assessment is going to consist of” Liam said looking up from the paperwork.

I did as I was told without comment.

“Did you read the manual I gave you yesterday?” Liam asked.

“Yes Sir, from beginning to end. It certainly made for interesting reading and quite an eye opener!” I replied smiling.

“Indeed! I’m glad you liked it. Richard is going to do the usual medical checkups on you, we will then assess your body’s capabilities so we can determine what exercises you will need to undertake in the following days. Okay so far? Good. As before all we ask is for you to trust us, follow instructions and know that whatever you are asked to do is for your own benefit. Right let’s make a start. Firstly, would you please remove all of your clothing; you can place them on the chair in the corner and then stand facing us by the couch.” Liam said with a deadpan face.

I remembered what he had been like during the interview process and how he could change from being affable one moment to very hard and stern in the blink of an eye. He wasn’t the Governor of the prison for nothing! So without hesitation I disrobed as quickly and efficiently as possible, neatly placing my uniform and underwear where indicated. In less than two minutes I was standing in front of the couch, naked as the day that I was born with my hands behind my back (well I wanted to appear as relaxed as possible).

Richard then spent the next ten minutes going over my body with a fine tooth comb (I don’t mean literally) noting down every statistic, measuring my heart rate, blood pressure, peak flow etc. You name it he checked it with great care and fed the results back to Liam who faithfully wrote them down on the form. When he was satisfied he left the room for a moment before returning with a familiar contraption. I gulped quietly to myself, it was the portable colonic irrigator and I had seen this device in operation only nine days ago on (or rather in) Jarek so I knew what was coming next!

“Sam” Richard said “please turn to face the couch and bend over resting your elbows on it, then spread your legs apart as far as is comfortable.”

I did as I was told without saying anything, what was there to say?

Before long I felt greasy fingers feel between my cheeks and explore the length of my crack before finding their target, my anus. Then with one deft movement I felt a glob of grease being pushed inside and a couple of fingers massage my ring before they too were pushed up my rectum. I groaned in spite myself and was told by Liam to relax as much as possible, it would make it a lot easier for me if I did.

I was just getting used to the intrusion when I felt the fingers being removed to be replaced by the cold metal douching tube making my hole twitch in response. I looked over my shoulder out of curiosity; the tubing looked a lot smaller than it felt! Richard looked up at me and winked before returning his concentration to the task at hand. He switched the motor on and the irrigator started humming and vibrating, within seconds I felt warm water flow up into my rectum. Just when I started to feel full, the flow reversed and the water/faeces mixture left my body before the tube was pushed further up inside me, from the feel of it my inner ring had been breached and the tube travelled up into my bowels. It felt strange, not exactly painful but not comfortable either. I can only estimate that this went on for about fifteen minutes before Richard announced that the whole of the tubing had been inserted and no more faeces was coming out. He then slowly withdrew the tubing, I was relieved when it finally left and my hole was once more free to close up.

“Well done Sam, that went very smoothly” Liam announced, stepping over to me as Richard removed the machine from the room. “Now I would like you to climb up on the couch, lay on your back, bring your knees up to your chest and hold them in position using your arms.”

“Yes Sir.” I said and did as I was told.

“How are you feeling so far?” Liam asked as he snapped on a pair of latex gloves and started to grease them up.

“Okay, a little exposed. It’s not the first time I’ve been in this position Sir, Richard can vouch for that.” I said trying to sound as confident as possible and grinned in Richard’s direction.

“He’s right” Richard confirmed. “I had him like this just about a month ago in fact.”

“Good. I am now going to assess your anal ring’s tightness. You are of course familiar with the process because I know you have carried out those tests yourself on the inmates during the post-punishment assessments. I won’t waste breath explaining them to you, I am going to get straight down to business, so nice steady breaths Sam, try to relax and enjoy the experience!” Liam said chuckling as he smoothly slid one finger up my exposed rectum.

I didn’t actually find one finger uncomfortable; I guess being fucked by Sayeed put paid to being tight in a virginal way. I closed my eyes and practised relaxation methods in head which helped enormously when Liam inserted two fingers, there was distinctly less room available for them. He is skilled at his art I thought because I expected him to immediately try for three fingers but no, the two fingers slowly rotated and pushed in and out of my hole relaxing my ring remarkably quickly. As I felt three fingers attempt an entrance all thoughts of mantras and relaxation methods flew out of the window, I was now getting curious about the action going on at my backdoor. Lifting my head I looked between my knees to find that I couldn’t see very much as my cock and balls were neatly blocking my view so I let my head fall back onto the couch. All the while those three fingers were rotating and pushing inwards but my ring was now at full stretch and I was groaning loudly in protest.

“How much have you got in there because I don’t think I can take any more Sir” I asked with a slight trace of worry in my voice.

“I have currently got three fingers fully inserted but don’t be alarmed I am stopping there, for today at least. We have a lot of work to do on your hole to get it in shape for the task ahead. There’s just no way you can train the volunteers at present, this because you cannot demonstrate all of the techniques and you will risk serious injury if you attempt to. Starting from tomorrow morning, you are to come straight here at the beginning of each shift and we will start your training in earnest. Do you have any questions?” Liam asked as he withdrew his fingers, removed his gloves and wiped his hands on some tissue.

“No I don’t think so.” I replied quite truthfully.

“In that case, you’re free to wipe yourself clean, get dressed and return to normal duties for the rest of the day. Don’t forget Sam, none of this is to leak out yet.” Liam announced all smiles now.

“Thank you, I won’t forget.” I replied rolling of the couch and walked rather stiffly over to the box of tissues to wipe my bum clean of all the grease before getting dressed as instructed.

Back of the prison wing George tried fishing to find out what I had been doing but despite his best attempts I managed to avoid any slip ups and evaded his traps. Eventually he gave up and the day carried on as normal. At long last my shift was over and all I wanted to do was to have a long hot shower and vegetate in front of the TV with a beer or two or maybe surf the internet for an hour or two.

It wasn’t until I was halfway home that I remembered that I was supposed to be going jogging with Aaron and Jason, damn! Perhaps they might cancel and I will still get to have my evening on the couch after all. No such luck! At 7.00pm on the dot there was a ring on the bell and I opened the door to be greeted by two grinning young men telling me I must be getting past it as I took so long to answer the door. Past it indeed! I’ll show them I thought to myself. While they sat in the living room watching the TV I quickly got changed into my running gear, then we were off for a deliberately brisk jog twice round the park. Mission accomplished, I had two exhausted young men panting like there was no tomorrow by the end of the jog, while I had hardly broken into sweat.

“Never mind boys” I said with just a very slight smug tone in my voice “I’ll get you as fit as an old man like me before much longer.”

“Ha ha ha” was all they could manage between gasps for breath. Walking back to my flat we had to stop a couple of times due to cramps and stitches but eventually we got there and their mood lifted a little. As I turned the key in my door they were back to being their joking selves.

I let them shower first like I did on Monday, this time Aaron went first as he had to get home early to baby sit. By the time Jason returned from his shower with as usual a towel wrapped round his waist, Aaron was dressed and flying out the door with a “See you guys on Sunday at the Leisure Centre, bye!”

I decided it was time for my shower and invited Jason to make himself comfortable while I took my shower, he accepted my invitation with a nod and sat down on the sofa with the TV remote control. Five minutes later I was in the shower soaped up and just about to rinse off when there was a knock on the bathroom door and before I could call out I heard the door open.

“Sorry Sam, I know you’re having a shower and I really hate to invade your privacy but I’m bursting for a pee and I can’t hold on any longer. Do you mind if I quickly use the loo? I won’t be a minute.” Jason said with a pleading tone in his voice.

What could I say? He was already in the room.

“Sure go ahead Jason. Just be careful where you look, you might see more than you want to!” I said trying to be as jovial as possible as I rinsed the soap out of my hair and eyes.

“Don’t worry about me, I’ve seen loads of naked men, don’t forget I’ve always played loads of team sports and you get to see plenty in the changing rooms afterwards.”

I carried on rinsing off, I kept my eyes closed because I have this hatred of getting soap in my eyes (have had ever since I was a kid). By the time I turned the shower off I had expected the bathroom to be empty again, but no Jason was still very much present and was even offering me my towel! At a little loss for words I simply took the offered towel with a smile and started to dry myself off. There was little point in pretending modesty when he had just about seen everything there was to see. I couldn’t help but have the feeling that he was enjoying seeing me naked so I asked him outright.

“Jason, do you always hang around in the bathroom when someone is having a shower?”

“Guilty your honour!” he said without hesitating. “Unlike Aaron’s old man, mine is very liberal. Ever since a kid we, that is my dad and brothers, have always been very relaxed about our bodies, none of us think twice about walking into the bathroom when another is having a shower or using the loo. Okay with my mum it’s a bit different but then she has her own en suite bathroom which makes things a lot easier. She’s even used to us walking around the house naked, okay that’s normally after a night on the tiles or during hot weather admittedly. I guess that is why I feel so comfortable here; you and dad are very similar in some ways. I hope I haven’t made you feel uncomfortable by acting like this and please don’t say anything about this to Aaron because he wouldn’t understand and he’d only get the wrong end of the stick.”

“Fair enough, I hear what you’re saying, however I would prefer that you be upfront about things like this, people can get the wrong idea you know.”

“Okay Sam, I hope I haven’t offended you at all.” Jason said contritely.

“Offended? No not at all. Surprised? Well, yes I guess so.” I replied as casually as I could manage.

Well, I suppose I must be a bit of an exhibitionist (as if you hadn’t guessed by now) and decided that I would play a game with Jason to see if my feelings were correct or if he was being totally genuine and innocent in his actions. Having towelled myself dry I sprayed some deodorant on and then walked out of the bathroom, still starkers heading towards the kitchen. Behind me I could hear Jason’s footsteps following me not too far behind. Judging him to be visual range I opened the fridge door and reached in for a couple of cans of beer which were on the bottom shelf at the rear. In order to do this without crouching I had to spread my legs a little and bend at the waist, unfortunately this action exposed my hole and my tackle dangled nicely in the space between my thighs. I heard a stifled murmur so having hold on the cans I quickly stood upright and turned round in one smooth movement, catching Jason by surprise. There he stood, leaning against a work counter, feet crossed at the ankles, towel around his waist and just the beginnings of a tent pole!

“Would you like a beer? Can I offer you anything else?” I asked as innocently as possible.

“Anything else?” Jason replied, voice raised just a little. Something must have been lodged in it because he had to clear his throat before continuing “What do you have in mind?”

“Dunno really, I’ve got some chips in the freezer, or I can do us a salad. Actually, if you want to have a look in the cupboards and let me know if there’s anything you fancy. Personally I’m going to have a salad as I have to watch my weight these days, I don’t want to get belly or fat bum!” I patted both as I said this.

I sensed a deflation in him as he realised I wasn’t suggesting what he thought I had. His towel still had a slight tent pole but he ignored it as he stood up straight and said “If a salad is good enough for you then it’s good enough for me, after all it’s me who needs to lose the weight. Look at you, there’s not an ounce of fat on you anywhere!”

Smiling in acknowledgement I set about preparing a ham salad, not giving my nakedness another thought but making sure that I struck suggestive poses wherever possible. Jason didn’t say anything untoward but his tent pole never went down one little bit. Once we had eaten we moved into the living room and watched the 10 O’clock news on ITV. I sprawled out on the sofa, making sure that my tackle was nicely displayed and Jason sat in the armchair, for some reason he seemed to have trouble concentrating because out of the corner of my eye I noticed he kept glancing in my direction. After the news he decided that he needed to be getting home and so retrieved his clothes and got dressed before bidding me good night. Poor boy he just couldn’t help but look at my body one more time as he shut the door behind him, on the other side of the door I was grinning to myself knowing that my intuition had been right all along.


Last day of the week thank God! My poor hole will be getting a rest for a couple of days, from prying fingers at least.

Richard and Liam were waiting for me in the consultation room as I arrived, and it was straight down to business. I was told to strip and assume the position for being cleaned out. I won’t bore you with the details but it was exactly the same process as yesterday, although a little easier as I knew what to expect. The I was told to hop onto the couch but this time stay on all fours with my head on my hands (actually this position was identical to the one I got Jarek to assume last Tuesday).

It wasn’t long before I felt latex covered fingers tickling my anus, making me wriggle a little before I felt the familiar sensation of cold Crisco being pushed into my hole and smeared all round it. First one finger went in, then two, all the time they were rotating and massaging the anal ring. Their movement was hypnotic and I was almost in a trance when I felt a third finger join them. I shifted my weight a little and was asked if I was okay, all I could do was respond with an affirmative grunt. The three fingers massaged their way for what seemed an eternity, my hole was getting looser and I was just beginning to feel restless when they were withdrawn and I was told to climb off the couch and stretch my body for a minute while Richard fetched the next piece of equipment. Did I say piece of equipment, more like a cross between an item of clothing and an instrument of torture!

As I was limbering up, touching my toes and then the ceiling etc, Richard walked back into the room carrying what looked for all the world like a leather thong. I said as much to him and he nodded in agreement.

“You are right Sam. That is exactly what it is, although not one you are able to buy in Marks & Spencer! I just have to connect the attachment and we’re ready for your first fitting.”

Fitting for what? I asked myself. I didn’t have long to wait before I found out. Richard reached into a drawer and pulled out a box of what looked like black rubber objects, light bulb in shape with a metal screw thread at the neck end. There followed a brief discussion between Liam and Richard before an agreement was reached and the required object selected. Richard then picked up the throng and appeared to screw the “light bulb” onto the narrow part of the thong. Sometimes I can be so thick because I still didn’t have a clue about what was coming next! When he was satisfied that all was in order he knelt down on the floor and asked me to stand in front of him facing away, which I did. He then asked me to step into the outstretched thong, which I did, only then did it occur to me what the bulb was for.

“Please pull the thong up to your waist and maintain that position.” Richard instructed.

I did as I was told, then I felt a hand reach between my legs and take hold of the bulb before placing it against my anus and gently pushed it upwards. It felt bigger than it looked and was certainly bigger than the three fingers I had just accommodated.

“Spread your legs a little and push out as if you’re about to drop a log.” I heard Richard advise from behind me.

Well that paints and interesting picture I thought, but again did as I was told. All I can say is it worked, by spreading my legs I ended up squatting slightly and as I pushed out I felt Richard apply more pressure. In less than a minute the head of the bulb made its abrupt entrance into my rectum and my ring clamped shut tight around the neck.

“Aaaaaargh! That hurt!” I groaned.

“It’s okay, your ring will calm down in a minute or two, it’s just not used to stretching that extra bit” Liam assured me. “What we want you to do is to wear this thong when you go to bed each night, leave it in place all night and then remove it in the morning, okay?”

“Um, yes, okay I guess. Can I take it out now?”

“Is your anus still aching?” Richard asked.

“It is a little, I also feel very full like I need a crap badly.” I admitted quite frankly.

“In that case you need to keep it in a little longer to allow your body to adjust to the intrusion. Please climb up on to the couch and lay down on your front as if you’re going to have a massage, then RELAX.” Liam instructed.

As I lay there relaxing doing my best to ignore the object within, I felt fingers slip underneath the thong and explore the boundary between the neck of the bulb and my ring. For a couple of minutes they massaged all the way round several times before withdrawing and grasping the neck. I then felt the bulb being gently tugged, then pushed in further, wiggled around and then the cycle started again.

“How does it feel now?” Liam asked as Richard continued his ministrations.

“Okay actually thanks, I no longer feel any discomfort at all which I am surprised about” I replied.

“Good, that is progress indeed. We’re now going to take it out now so just relax and as before push out gently.” Liam said.

It came out with a plop, slightly uncomfortable but certainly not painful like it had been going in. I was then told the training session was over, I could clean myself up and get dressed. As I was dressing Liam reminded me that I was to wear the thong & insert the bulb each night until the next training session on Monday. Then it was back to work, this time George didn’t bother asking where I’d been as he knew I wouldn’t say.

This evening just before bed time in the privacy of my own bathroom I tried to insert the bulb again. Although I was using the same grease that Richard had given me, this time it just seemed so much harder! No matter how I tried it just wouldn’t pass my golden gates. I was getting very frustrated. Then I recalled the trick about squatting and pushing out at the same time, I am so glad no one was there to watch, it was all rather undignified. There I was squatting over the toilet with rubber bulb in one hand, the rest of the thong in the other hand to prevent it trailing in the water and me pretending to have a dump! Mind you, once again the trick worked, in it popped as quick as you like, but boy did I break out in a sweat and groan. It wasn’t so much painful more like a throbbing toothache which slowly faded away. With the bulb inserted I stood up and pulled the thong on and made my way to bed. What I do in the name of duty…….


Dear diary, if I am honest I thought today was going to be one of those unremarkable days but actually it ended on a high note so I guess I can’t complain.

Woke up this morning after a good night’s sleep, I had totally forgotten about the thong and bulb so was a little confused by the feeling as I normally sleep in bed with just a T-shirt on.

Went to the bathroom to remove it using the same trick as last night, I was surprised to find that my ring really didn’t want to let go of it but after a bit of huffing and puffing it shot out along with a load of shit behind it – major yuk! Not the best sight or smell first thing in the morning; I retrieved it from the pan and gave it a very thorough washing along with my arse which felt strangely loose. It was, I could easily stick two fingers up inside with no problem or lube!

Having recovered from that shock I got dressed, shaved, had breakfast and went shopping for the mundane things in life like food and groceries. Then home to more mundane things like housework, washing and ironing.

By late afternoon I was totally bored so I called Tom to see what he was up to. He said he was glad that I had called because he and Chrissie were entertaining Mike, Aaron and his wife Sally, Jason and his girlfriend Kirsty this evening and if I could join them it would make the numbers even. I leapt at the chance to have dinner with my two best mates, they’re always good for a laugh and Chrissie is lovely as is Sally. Kirsty I don’t know but knowing Jason she is bound to be pretty and educated. We chit chatted for a while before Chrissie came on the line and begged me to come as we hadn’t seen each other since the wedding, that was settled then!

Eight O’clock on the dot finds me knocking on the front door, which opens to reveal a laughing Chrissie (already half cut) holding a glass of red wine. She squeals in delight (that’s Chrissie for you) and gives me a hearty one-handed hug before dragging me inside and shutting the door behind me. By the sound of it I’m the last to arrive as the house is buzzing and rather noisy. I tell Chrissie that she is one swell looking lady in that little black dress, which only causes her to giggle all the more and informs me that my smooth tongue and an eye for the ladies hasn’t changed one little bit over the years (if only she knew the half of it!).

The sound of our voices in the hallway attracts attention and Tom sticks his head round the living room door, shouts hello and tells me to join the crew in the living room while the ladies finish preparing dinner. I do as instructed and as I walk into the room I am greeted by a united “hello” from Mike, Aaron and Jason all trying to offer me a can of beer or glass of wine. Holding my hands up in mock surrender I take a can of beer and proceed to make small talk with them until dinner is announced.

Dinner (or rather a three course banquet) was truly scrumptious, for starters it was homemade potato and leek soup with croutons. Main course was roast duck breast served with a medley of green vegetables, rosti potato cakes and a rich port sauce. For dessert homemade vanilla ice cream marbled with dark chocolate and a raspberry sauce followed by the obligatory coffee and mints.

It was during the coffee round that attention turned towards me and I received a good natured grilling over my current job as a prison officer. I talked about my role and the inmates I came into contact with (without revealing their real names) and some of the incidents that I had encountered. I successfully managed to avoid mentioning the sexual nature of some of my encounters and the new prison rules etc. I also managed to avoid any reference to the fact that I was no longer 100% heterosexual in my thoughts or activities. After what seemed like ages the attention turned to physical fitness and finally Kirsty came out of her shell. She thanked me for taking Jason under my wing, although he has only just started his training with me she has already noticed a difference. He has started to eat more healthy food, drink less alcohol (this night being an exception) and has been religiously doing all of the exercises I had given him. She thinks in the right light she can make out muscles underneath his belly! This brings resounding laughter from all except Jason who pulls a hurt expression before throwing me a sly wink. Then Sally nudges Aaron and makes it clear that he has no room to laugh as his middle is beginning to spread! Tom regains control of the situation by expressing the fact that really all the guys in the room (except me, of course) could do with a little more exercise and less girth round their middle, perhaps Mike and he could join the rest of us on Sunday at the swimming pool and see how they get on. I thought this was a splendid idea, but what about the ladies though? By the end of the conversation we were going to be a group of eight in the pool on Sunday, I wonder if we can get a group discount?

I finally staggered in through my front door at about 1.30am (technically Sunday I know but I don’t count it being the next day until I’ve been to bed and woken up again) and was all set to collapse into bed when I saw the rubber bulb waiting on the side for me. I ummed and aahed over it, thought sod it one day won’t make any difference, then changed my mind and picked it up on the way to the bathroom.

I sat on the toilet and emptied out as best I could then greased my arse up and also the bulb. Perhaps it was the alcohol in my system or my deadened sense of time but it (the bulb) seemed to disappear up inside me more easily and quickly than I expected. It did have one unexpected side effect, it gave me a raging hard on as it gently rubbed and banged against my prostate from the inside. There was no way I could go to bed like this, so with one hand feeling the neck of the bulb and my ring clamping hard round it, and the other wrapped round my cock I jacked myself of to a pretty earth shattering orgasm over the bathroom basin. Deciding now enough was enough I really needed to get to bed I washed myself off (and the basin), pulled up the thong and made my way to the bedroom where I quickly succumbed to oblivion.


If I’m honest diary, today didn’t actually start until about 11.45am when I woke with a jolt to the sound of my phone ringing about six inches from my ear – not a good way to start the day if you’ve got a little bit of a hangover….

I was just a little groggy when I picked up the phone and mumbled a hello down the line only to be greeted by the chirpy tones of Chrissie.

“Morning Sam! I just thought I’d give you a quick call to make sure you got home safely & that we’re still on for the swimming session this afternoon. How’s the head this morning?”

“Urrr morning Chrissie, I think, what time is it? Yeah got home okay and yes I’ll be there at the leisure centre at 2pm as agreed! My head is still on my shoulders but feeling distinctly tender, I guess that will teach me to finish up that last bottle of red with you… how’s your head by the way?” I asked as I came to, slowly.

“I’m just fine, thanks” Chrissie assured me “must get on, still got some clearing up to do before we meet up. As to the time, it’s nearly mid-day. See you shortly, byeee!”

And then she was gone. Just as well she woke me up as I didn’t have all that much time to get spruced up etc. First things first, into the bathroom to shower and remove a certain object. Crikey, my arse must be getting like a bucket because it’s getting easier to take the bulb out, I didn’t have to squat over the toilet and strain, I simply started to squat down and as I did so it popped right out with little discomfort. Curiosity got the better of me, I just had to assess the damage to my hole, not only did two finger slide right on up inside with no trouble but so did three! Progress indeed, I’m sure that Liam will be pleased. However I had no time to dwell, I quickly showered and shaved before getting dressed and packed my bag with my swimming gear.

I got to the leisure centre just before 2pm to find Jason and Kirsty waiting outside for me and the others; we made small talk and recounted the events and conversations from the previous evening. Throughout our conversation I monitored discreetly Jason’s behaviour towards me, but he acted impeccably and not once did he act in anyway other than being Kirsty’s partner, to my relief. Ten minutes later the others had arrived and we made our way into the changing rooms.

With the five of us (Tom, Mike, Aaron, Jason and myself) getting changed it was a very relaxed affair, even Tom seemed at ease and managed to joke around as we undressed and got into our swimming trunks. Privately I had to agree with Tom, both he and Mike were carrying a decent sized spare tyre round their middles. They will definitely need to go on a diet and exercise regime before they can join Aaron, Jason and myself jogging round the park on a Tuesday and Thursday. An hour later after a mixture of hard swimming and relaxed messing around in the water the eight of us are sitting round a table in the cafe overlooking the swimming pool. I was lost in thought when I felt a sharp nudge in my ribs bringing me back to the present.

“Well Sam, what do you say? Are you up for it?” Aaron asked with a slightly exasperated tone to his voice.

“Up for what?” I asked in all innocence.

“Having a last lad’s night out this Friday before we cut out all the booze and grub as part of our diet and fitness regime” Tom explained.

“Yes, sounds good to me. Is it down the Kings Head shall we make it a special night and go into town?” I asked the group in general.

“Oh it’s got to be town if it’s going to be our last night out for a long time!” Jason cried out all enthusiastic like a big kid.

“That’s decided then” Chrissie announced “girls we’re going to paint the town red too! Kirsty and Sally, get your thinking caps on, we have four days to plan our night out.”

Shortly afterwards the conversation naturally dried up and we went our separate ways.


Back to work already, oh how the weekends pass so quickly. The alarm clock went off and I swung into action on autopilot, even removing the rubber bulb from its night time lodging in my rectum had become part of my routine. I hate to admit it but I could insert and remove it with ease….

At the prison I made my way directly to Richard’s consultation room and knocked on the door before walking in to find that Richard was alone. He greeted me with a warm smile and explained that it would just be the two of us to start off with as Liam had been called away at the last minute but he hoped to join us later. With the preamble over we got straight down to business, I stripped naked and Richard cleaned me out thoroughly using the portable colonic irrigator. Then having climbed onto the couch, kneeling on all fours in the usual position Richard examined my anus to assess my progress with the rubber bulb. I felt him smear the Crisco round my hole and then fingers moving around the outside and inside of it. The movement was constant and I had difficulty keeping a track on how many there were and what they were doing, it all became a pleasurable blur.

“Well Sam, I can see that you have followed our instructions and the result is very pleasing indeed. You should be proud of your achievement, your progress is excellent.” Richard announced as he withdrew his fingers from me.

“Thank you Richard, I must admit it was not easy at first but by this morning I really become accustomed to it and I was even finding its presence pleasurable in a weird kind of way. When you say I have progressed, by how much and what is the target you have in mind?”

“I’m glad you are finding the insertions pleasurable, that is one of our objectives, you will then be able to pass this knowledge on and be able to demonstrate it to the trainee volunteers at the appropriate time. As to progress, on Friday morning you were just able to take three of Liam’s fingers, however this morning you were able to easily accommodate three of my fingers and so I am moving on to the next step of your training. By the end of this morning I expect to be able to insert at the minimum four fingers, but hopefully depending on your ability and willingness to stretch I will be able to insert the whole of my hand into your rectum. Then for the next couple of mornings we will be working on depth before moving onto width. How does that sound? I bet you’re glad you asked that question now aren’t you?” Richard said with a hearty chuckle.

“Mmm I think I will reserve judgement on that for now, if you don’t mind. To be honest, I’m not in a position to protest; after all I’ve had my fist up Jarek a couple of times now. He’s survived the experience intact and even seems to enjoy it despite being straight.” I replied looking over my shoulder at him as I spoke.

“Okay, shall we carry on then? Before we do, are you comfortable or do you need to stretch your legs because it may be some time before we can stop again.” Richard asked.

It was a good idea so I climbed down off the couch and did a number of stretching exercises under the watchful gaze of the doctor. After five minutes I climbed back onto the couch and assumed the customary position.

“Sam, I’m going to start stretching your anal ring further than it’s ever been to date, so relax as much as you possibly can. If at any time you feel pain you must let me know immediately. Discomfort is to be expected but pain is a big no no, do you understand?”

“Gotcha, I will do.” I mumbled with my face half buried in my hands.

Almost immediately I felt more Crisco being packed into my rectum and then pushed further inside by a couple of fingers, I could feel the grease softening and melting because it’s presence seemed to diminish gradually until I could no longer sense it. Unlike the fingers! There were definitely three fully inside me constantly twirling around, pushing in and then pulling out and repeating the whole cycle. I gave up counting after the fifth cycle and my mind began to wander all over the place. I was broken out of my trance with the sound of the door opening and Liam’s voice greeting us both.

“So guys, how is the patient doing?” Liam asked laughing at his own joke

Richard, without slowing or stopping his hand movements in any way, proceeded to discuss his findings and plans at great length. It was all very technical and made me feel like an object or piece of stock, as a result I quickly lost interest and started drifting away again. That is until I felt a hand reach beneath me and take hold of my bollocks, giving them a quick massage before moving onto my erect cock. I didn’t even realise I had an erection.

“So Sam, I see you’re not adverse to the treatment the good doctor has been administering, this is excellent news and I hope you are as proud of your progress as we are. You will make a very good Volunteer Co-ordinator, as you have a prison officer, your can do attitude has not gone unnoticed I can assure you. Just out of interest, do you know how many fingers are currently in your hole at the moment?” Liam asked.

I tried to count Richard’s fingers which were still moving round in their usual cycle but my anus had become so desensitised that I had no option but to guess so I said “Three?”

“No, Richard actually has four fingers fully buried inside and from where I’m standing I don’t think it will be much longer before his thumb will be joining the other fingers.”

“That’s good” was all I could think of to say.

After what seemed an eternity I began to feel a new sensation in my rectum, it was one of fullness and my ring felt tight like it hadn’t felt since the day I was fucked by Sayeed. Richard’s hand had stopped its motion and was stationery, no, that’s not quite true, it was moving very slowly if at all in the direction of my rectum. My ring was finally putting up some resistance and so he applied a little more force to his pushing resulting in me moving a little up the couch.

“Sam” Liam said with a serious tone to his voice. “I want you to breathe deeply and do your best to relax as much as possible, we’re almost there.”

“Yes Sir.” I said through gritted teeth as it was getting distinctly uncomfortable now.

Then all of a sudden as I was doing as I was told, it hit me like a tidal wave, drawing an “aaaghh!” from my lips, my ring gave up its resistance and allowed Richard’s coned hand to slide inside, as it did so his hand balled into a fist and my ring clamped shut around his wrist.

“Jeez! Is that really your fist inside me?” I growled.

“Oh yes, it certainly is.” Richard confirmed “I’m going to hold it still so that you can get accustomed to its presence then I’m going to move it around and I want you to tell me how and what you feel okay?”

“Okay” I said panting heavily “For a start it felt like my ring was on fire, then I felt I desperately needed to go to the loo. Both of these sensations are fading now leaving me feeling very full down there but not unpleasantly so. As you move your hand around I can feel it both from the inside and also the outside which seems very strange indeed. Ah, now you’ve just brushed my prostate because I’ve felt a surge of blood to my cock which had started to go soft again.”

“Excellent feedback Sam, you’re really in the zone now. Keep those memories secure because you’re going to need them when training the volunteers so that you can tell them what to expect.” Liam said before continuing “In a few moments Richard will start to withdraw his fist, there may again be some discomfort at the point of exit, but as with the rubber bulb the more you do it the more you get accustomed to it and the less discomfort there will be.”

Richard then added “Start breathing deeply, relax and imagine you are going for a dump, push a little but not too much. Ready? One, two, three here we go.”

“Eeeeeeyooow!” I cried as Richard’s hand was released from my hole, leaving it gaping wide before it slowly closed up again. I collapsed slowly onto the couch in exhaustion, sweat pouring from every pore in my body. I laid there motionless, my mind was all over the place as if I’d had too many pints on a Friday night, however my peace was abruptly disturbed a couple of minutes later by a pair of hands pushing my thighs apart and then exploring the crack between them. Before long once more I felt fingers exploring my hole and then smoothly glided on inside; my poor ring was too exhausted to put up much resistance. At the same time Richard lifted my hips and slid a pillow underneath me to raise my bum slightly into the air and provide Liam with easier access to my hole.

“Well done Sam, that’s it, push out a little, welcome my fingers. Great! That’s now four fingers inside, let’s tuck that thumb in behind them and see if you can take my hand too.” Liam encouraged me.

I backed onto the invading fingers as best I could while pretending I wanted to evacuate my bowels, the technique seemed to be working because before very long I felt the cone of his fingers getting wider than ever and then came that sticking point when the widest part is reached. That moment seemed to last forever but then with a momentary burning sensation his fist slid inside me with my ring closing slowly around his wrist. I reared up in response but this time was able to keep the desire to growl almost within, just a little bit crept out between my gritted teeth.

“Excellent work!” was all Liam said in response before saying “Right then, I’m going to pull out now and then that’s today’s training session over with. I know I’ve said it several times already, but very well done Sam, I’m proud of you.”

“Thanks Liam, it would be great if we could call it a day, my arse is getting a little sore now!” I said quite sincerely.

Five minutes later after a bit of pulling and puffing (on my part) Liam’s fist vacated my rectum to my relief and I was provided with several wads of paper towelling to wipe myself clean of all the grease which had been smeared over my nether regions. As I did so Liam asked me to take some time out of the normal routine today and draw up a plan and schedule to select the six Volunteer Punishers out of the prison community ready for presentation to him in the morning. No pressure then! As I got dressed back into my prison uniform Liam reminded me that this is still highly confidential so no talking about it, he didn’t want the inmates to get wind of it before the prison is ready to roll it out. I agreed that I would keep it strictly to myself.

Back on the prison wing George asked me if I was okay as I seemed a little quiet, I grimaced and said that I had a stomach ache (which was true). He was genuinely concerned and said that I should take a break after the rounds had been completed this morning. I took him up on his offer as this would be an ideal way to somehow draw up a “beauty contest” come competition to select the six “lucky” volunteers. By the time I returned to work I had at least half an idea about what I was going to suggest, the rest of it I would think about tonight, which I did over a large pot of coffee and all distractions excluded i.e. no TV, the answer phone twitched on, my mobile switched off and the door bell disconnected. There was no way I was going to be disturbed!


It was a late night last; I was up until 1am putting the finishing touches to my presentation until it was polished to my satisfaction, so when the morning alarm went off I wasn’t really ready to get up and face the ordeal waiting for me at work. But like the trooper that I am I got up and was actually a little early for work, down to the traffic I’m afraid not my superhuman speed.

I will cut out the repetitive bits diary, after all you know that each day this week I will be going straight to the consultation room where I will be cleaned out and fisted by either Richard or Liam or both in order to ‘educate’ me. Actually this morning it was only by Richard and his sole mission was to get my anal ring totally used to being stretched wide by a fist, so for thirty minutes he methodically pistoned his fist in and out of my hole until it no longer caused me any discomfort and in fact I was actually beginning to enjoy it despite myself and the situation I was in. All too soon it was over and after withdrawing his fist for the last time Richard showed me techniques for closing my hole up again as if nothing had ever happened. I was impressed and my regard for Richard has increased immensely as a result.

Dressed once more I made my up to the Governor’s Office and knocked on the door, decidedly nervous and holding my presentation folder under one arm.

“Come in!” Liam called out.

As I opened the door and strode in trying to appear confident I was in for a shock, I was expecting to be making my presentation to Liam. Instead I was greeting by the smiling faces of Liam, Max, Adrian, Archie (the prison officer who had greeted me when I arrived for my interview) and George.

My face must have been a picture as I stopped in my tracks and stammered out a “Hello guys, I wasn’t expecting to see you all here this morning.”

After he had stopped chuckling Liam said “Sorry Sam, sorry about the lack of warning about your audience. I decided that you were nervous enough about doing the presentation without having the added pressure of knowing that you would have an audience too. You are no doubt wondering why the others are here.”

“Yes Sir, I am more than a little curious after all that you have told me.” I said quite frankly.

“As you know Max and Adrian are my deputies and business partners so are always included on major decisions like this volunteer business. Archie is here because he is an ex-union representative and his experience will be invaluable in ensuring that all we do is legal and above board i.e. make sure that the relevant rules and regulations are adhered to. Finally George is here as a witness and will be taking minutes for the meeting, he has also been part of your assessment to see if you kept your vow of silence. I am glad to learn that not one drop of information has George received from you and so you have passed that test with flying colours. Right then if everyone would like to make themselves comfortable Sam will start his presentation.”

Gulp here goes I thought!

“Okay, please bear with me for this is the first presentation I have done in a long while so I apologise if I appear a little nervous.” I said after clearing my throat a couple of times. I looked down at my notes to give myself breathing space and time to gather my thoughts before continuing.

“My assignment has been to establish a method to find six Volunteer Punishers, one for each prison wing. It will allow us to identify which inmates have the drive, desire, ability and the right attitude to carry out this important function. After a lot of consideration I realised that it will need to be a combination of management selection and peer selection, you know a bit like the TV show ‘X-Factor’ except the voting public will be fellow inmates. This is how I envisage it will run.

Week 1:We announce the competition and make it clear that it is open to all willing applicants with the auditions being held in the Chapel. The method of selection will be by answering questions, those that get the answer wrong will be eliminated; inmates who answer correctly go on to the next round of questions. By the end of the evening the number of applicants will be whittled down to twenty four applicants.

Week 2:This week each contestant will be given a task to complete which lasts all week. At the end of the week the inmates will vote on who carried out the tasks most successfully. Twelve inmates will be eliminated by the voting to leaving twelve remaining contestants.

Week 3:This week it steps up a gear. Each contestant now has to don the uniform of a Volunteer Punisher and start training in all aspects of the role. During the day they will learn the theoretical aspect of the role; then in the evening the contestants will receive training in the practical aspects in the Chapel’s punishment room. The whole session will be watched by the inmates in the auditorium area and at the end of the training session the inmates will vote off the least favourite or capable contestant. This will be repeated each day until there are seven contestants left.

Week 4:The final week sees the volunteers carrying out their duties for real, each day they will be moved to another wing so that all inmates can assess them in action before the final vote at the end of the week.

That gentleman is the outline of my selection process. Do you have any questions or concerns?” I asked.

“Thank you Sam” Liam spoke up “that was well presented and I like your idea very much. However I do have a question, you mention management selection but I can’t see where in the weekly elimination schedule our influence can be exerted.”

“That’s a good question Liam” I replied smiling. “My intention would be that ahead of the competition we will select a number of inmates who we consider suitable, meet with them in private and feed them the right answers so that they will make it through to the final twenty four. It is then down to them if they make it to the final.”

“I like it!” Max announced “A cunning way to get our favourites into the final, yet we will appear to be totally open in allowing the inmates to democratically choose their punishers.”

“Well said Max, I think we should run with this one” Adrian said thoughtfully “What does everyone else think?”

There was a unanimous decision to accept my proposal so it was signed off by Liam there and then. Next came the nitty gritty stuff, sitting round the meeting table we thrashed out the timetable, the design and wording of the competition, the questions to be asked at the audition round and what the tasks the contestants would need to complete. Last on the agenda were the inmates we would like to see included in the final twenty four contestants.

After much discussion and at times heated debate, the twelve inmates we agreed that should be included were Tyler, Flick, Eduardo, Dinesh, Jarek, Tony, Bert, Darren, Carl, Martin, Gus and Sayeed. The timing for the individual briefings would be within a couple of days of the posters going up. It would be done discretely so that no one, least of all the inmates would suspect that anything untoward was going on. The posters will be put up on Friday 16th April 2010 so that the inmates have the weekend to discuss and think about entering the competition. With that agreed the meeting was over and it was back to work for us, however with most of the morning gone it was a just short stint for me before my shift finished.

I got home and the first thing I did was to step into the shower with a cold can of beer, I wanted to wash the last traces of the grease from my body that tissues just simply couldn’t do along with the accumulated sweat from my pre-meeting nerves. With the beer warming my insides and the hot water pounding my body all my cares and thoughts about today’s events slipped away down the shower’s plug hole.

Towelling myself dry I turned my attention to this evening and the impending arrival of Jason and Aaron for our jog around the park. The two lads arrived a little later, dropping off their change of clothing and we made our way to the park. I decided to be kind to them tonight and started the jog off gently only starting to pick up the pace in the latter half of the lap. Just to add a little pressure to the exercise I engaged them in conversation while jogging, they quickly sussed my tactics but I wouldn’t allow them to let the conversation drop. At the end of the first lap I let them catch their breath while jogging on the spot before we carried on with the second lap, as it happened they led the way and I let them dictate the pace which I didn’t mind in the least. Who would? I had two pairs of pert buttocks straining beneath running shorts, muscular thighs and arms pistoning back and forth in unison. They were a sight for sore eyes indeed! By the end of second lap I came to the conclusion that their level of fitness had increased perceptibly. I kept this thought to myself as I didn’t want to boost their egos too much! To extend the exercise I insisted they jog back to my flat much to their moaning.

As they staggered up the steps to my front door I was chuckling inside, the sight of their sweat soaked clothes and bedraggled appearance was a far cry from their normal cock sure attitude that comes with guys in their prime. I unlocked the front door and held it open for them, as they passed by all I could smell was very sweaty bodies – Yuk with a capital Y!

“Right you two, no lounging around on my nice clean furniture with your sweaty, dirty clothes until you have showered and changed. I mean it. Run along while I sort out some refreshments.” I said before walking off and headed for the kitchen to raid the fridge for fruit juice and whatever I could find to eat.

A minute later I heard the shower running and the familiar sound of Aaron whistling floated in from the bathroom, it was such a trivial domestic sound that it caught me by surprise when I started to wonder what it would have been like if I had had children with my ex-wife. I was still thinking about it when I heard footsteps behind me and a “can I do anything to help?” brought me back to the here and now with a jolt.

Looking in the direction of the sound, the sight that greeted me made me lick my lips in reaction, I caught that action in mid motion and discreetly pulled my tongue back in. There stood Jason as cocky as ever, smirking, stark bullock naked, framed by the doorway using the lint to hold onto. I took a moment to take in his physique, his hairy muscular legs and finally his cock which was standing at half mast and bobbing to erection under my gaze.

“Jason, what on earth are you doing?” I asked in mock exasperation.

“I’m only doing what you told me to do.” He replied, walking into the kitchen and standing rather close to me. “After all you did say that you didn’t want us touching your nice clean furniture with our dirty clothes. I thought I’d prevent that from happening by making sure they were out of harm’s way from the start. Did I do wrong then?”

“Noooo, I suppose not” I replied.

“And you did say that you run a relaxed joint here, did you not?” he continued.

“Yes, this is true. Okay okay, now that you’re here why don’t you help yourself to a drink while we wait for Aaron” I suggested trying to keep my voice on an even keel and resist running my hands over his pert buttocks.

Thankfully Aaron joined us within a couple of minutes with his towel firmly wrapped round his waist, he did a double take at Jason’s nudity before shaking his head and wryly commenting “have you no shame boy?”

Laughing Jason said “None at all, now that you’ve finished hogging the shower I can perhaps use it myself!”

As Jason disappeared into the bathroom Aaron turned to me and asked “Doesn’t his antics bother you at all?”

“No, not really” I replied “If anything, he makes me laugh and he reminds me of myself when I was his age. Why? Does it bother you?”

Aaron was thoughtful for a moment then said “Yes, I guess it does. He is so brazen in the way he flaunts his body, okay he’s not bad looking but why does he have to do it so much?”

“Well, if you got it flaunt it I guess is the rule that he’s working by. To be honest you both have great bodies and are decent looking so I am a little surprised that you are not more like Jason.” I said sitting down at the kitchen table with a glass of orange juice in one hand.

“I’ve got Dad to thank for that, he’s instilled in me a conservative view of exposing my body and it’s very hard to overcome.”

“I find that if you want to overcome a mental block then the best way to do this is to face it and do the very thing you find hard to do.” I said in the most fatherly tone possible.

“So in my situation if I want to be more like Jason what should I do?” Aaron asked seemingly puzzled by my latest statement.

“Simple” I replied “remove your towel and let it drop to the floor. Remain naked until Jason returns and it’s time for you to go on your way. I will ignore your nakedness like I did with Jason, I am sure that you will find that before long you will feel more relaxed. The more you practise being naked, the more comfortable you will become with your body.”

“Are you serious? What just drop my towel? Okay, if you say so, but don’t tell dad will you. I don’t want him to think I’m queer or anything.” Aaron said with just a touch of edginess to his voice.

“Yes, yes and of course I won’t. You don’t have to do anything you don’t want to but I just thought it would help. After all at your stag do you stripped off in public happily enough.” I said shrugging my shoulders and took a sip of my juice.

“That was different, I was drunk and I got swept up in the moment. Right now I’m stone cold sober but I hear what you’re saying. I guess, we’re in private and no one’s going to see or say anything, so here goes.”

Taking a deep breath Aaron unfastened his towel and let it drop to the kitchen floor but kept his crown jewels covered with his hands. Standing there a little self-consciously he looked at me for approval.

“That’s all very well but my towel is getting dirty on the floor so please pick it up, fold it neatly and put it on the side over there please, then why not come and sit down at the table and have a juice with me. That way you will still be naked, getting accustomed to being so but not feeling like you’re on display all the time.” I said, deciding that I would not let him get off the hook so easily.

Sighing, Aaron did as he was instructed, picking up the towel and folding it necessitated him uncovering himself and as he walked back to the table I got a good view of him and his tackle. Although his hair was a blonde (dark straw if we’re being accurate) his body hair and pubes were several shades darker, made all the more striking by his naturally fair skin. Whereas Jason was a very big boy (10 inches by my reckoning at the stag do), Aaron was more your average guy which I wonder is perhaps part of his modesty problem. He made a good attempt of appearing relaxed but it was clear that he was relieved to be sitting down covering his modesty.

I let him be and we made small talk, I was good as my word and made no reference to his nakedness. Jason sauntered into the room, still naked and flushed red all over from the hot shower. He looked a little startled at the sight of Aaron sitting at the table without a stitch of clothing on and started to smirk.

“Less of that young man, it’s all very well for you to flash your tackle around without a care in the world but not everyone is as confident as you. Aaron is trying to overcome his shyness and you laughing at him isn’t going to help. We’re taking it one step at a time and the first goal is to get him accustomed to being naked.” I admonished him and then smiled encouragingly at Aaron.

“Thanks Sam, I appreciate your support. Jason, as my best mate, I would also appreciate your support, this is not easy for me as you well know.” Aaron piped up.

Putting his hands up in the air in mock surrender Jason said “Okay guys, I get the message and I am sorry for not being more supportive. A thought has just occurred to me, this is a safe place for us to be naked without judgement as we’ve already discussed previously. Why don’t we make it a rule that whenever we come over clothes are not permitted and we all have to be naked, that way Aaron will get all the practice he needs and won’t feel the odd one out. What do you reckon?”

“Sounds like a good idea to me” I nodded in agreement. “What about you Aaron?”

“Yeah, sounds cool to me, it will make things easier for me…. I guess. But no word of this is to leak out right?”

Both Jason and I nodded in agreement before I said “Well that’s sorted then, perhaps I can go for my shower now then.”

“Aren’t you forgetting something Sam?” Jason asked; then added in response to my quizzical expression, “You are still wearing your running gear, if this is a clothes free zone; they need to come off NOW!”

Chuckling at his impudence I nodded in agreement, stood up from the table and proceeded to remove my trainers placing them under the table where I normally keep them. Then I peeled off my muscle vest, pushed down my running shorts, leaving just my jock strap to go. Then in one smooth movement I pushed them down too, stepping out of them I put all my dirty washing into the washing machine before turning round with a smile on my face and arms spread wide and saying

“Are you happy now? I think this is enough for one day, I could do with a shower and you guys have got women to get home to, so get dressed and vamoosh. I will see you on Thursday.”

A little while later I had my flat back to myself and enjoying my second shower of the day. As the soap suds rinsed away I slowly stroked my cock thinking about Jason’s hot body and all the ways I would like to ravish his body given half the chance. Just as my imagination had me on my knees, with my hands wrapped round his waist and my face buried between his cheeks licking his tight little heiny hole, my balls decided it was time to unleash their load sending several jets of creamy spunk arching across the shower to hit the glass shower door and slowly slide their way down.

Recovering from my intense orgasm I looked down at the slug trails with disgust and quickly showered the congealing cum down the drain. And that diary brings the end to a very tiring day indeed.


Compared to yesterday, today was average really. Well average that is if you call having your boss stick his fist and half his forearm up your arse! No word of a lie, I kid you not, by 10am this morning I had been cleaned out and prepped by Richard. Okay Richard had been loosening up my hole ready for Liam who then using his experience pushed his fist further up my rectum than I thought humanly possible. Apparently he had found breaking the resistance of my inner rectal ring a challenge, but one that he was up for, and eventually succeeded in doing. Unable to stifle the groan I growled like a grizzly bear, face flushed red and sweat pouring down my face my inner ring opened up and his fist slid on by up into my bowels. Only the width of his muscular forearm prevented him from going in all the way to his elbow. I looked down between my legs (I was laying on my back with my arms wrapped round my knees) with an expression mixed with awe and horror at the sight of his arm half buried inside me, while Liam had a look of pure angelic rapture.

“Sam, you are a star do you know that? I have never worked with a guy who is so willing to explore his boundaries and push far beyond them. I have seen you in action as a fisting top, now I have seen you in action as a fisting bottom and I am very impressed indeed, you are so versatile. There is absolutely no way that I will consider any one else for the role of Volunteer Co-ordinator.” Liam said with a great deal of pride in his voice.

“Thank you Sir, I guess I have the army to thank for being able to push personal boundaries but I’m really not sure what the benefit of having your forearm buried in my butt will be in my role as Volunteer Co-ordinator.” I asked as politely as I could.

“It’s not so much the actual act you understand, although it must be said you have a very fine arse, but it is more of a test of your willingness to put your trust in me. Your level of trust is commendable, I couldn’t ask for more” Liam responded and at the same time started to slowly withdraw his arm and fist.

As my inner ring was breached by his hand I arched my back in response, groaning as I did so. Some part of me must have enjoyed it as my previously flaccid cock slowly engorged with blood until as his fist finally slipped out of my anus my cock was fully erect and bursting to erupt. My ring must have been slow to close because I could feel cool air flowing into my rectum before being expelled as my rectum closed up along with my ring. I lay there relaxing with my eyes closed for a moment, I was about to get up when I felt something warm and wet enclose my cock’s head.

Startled I looked up to see Liam’s head slowly descending on my cock until he had swallowed the whole of my shaft in one smooth move, then slowly and lovingly his head started to bob up and down. Jeez it felt good! I let my head slink slowly back on to the couch, closed my eyes and gave myself up to the sensations of the gorgeous blow job I was being given. Finally with my hips bucking wildly I could hold back no longer and I gave into the impending orgasm. Load after load of jism shot out of me and straight down Liam’s throat, not one drop did he let slip out and he didn’t stop sucking until my cock had run dry and receded to its flaccid state once more. I looked up at Liam in askance.

“Sam, it’s the least I can do considering how you have accepted without question all that I have asked you to do. I wanted to show you that as far as I am concerned this is a two way street and I have an inkling that it was an acceptable payback for you.” Liam said with just a trace of a smile on his face.

“Yes Sir, it was an unexpected bonus that’s for sure!”

“Right then, before we get back to normal duties is there anything you want to talk to me about?” Liam asked quite casually.

“Actually, there was as it happens. I know we agreed that we would speak to our preferred candidates once the posters have gone up but I’m concerned about timescales and I just can’t see us getting through all the candidates in time without suspicions being aroused. I am hoping that you will allow me to start talking to them today” I said as I cleaned myself up and started to put my uniform back on.

“Sam, you’re in charge of this venture now, if you think that’s the right thing to do, then go for it. All I ask is that you keep me posted on events or if you encounter any problems. Okay?”

With that the training session was over and I headed over to the prison wings and pay the first candidate a visit, namely Flick on A-Wing. Since the 48 hour removal of personal possessions punishment Flick had been true to his word, he had behaved himself and not got into any more trouble, thereby keeping his possessions and clothing in the process. However he had lost none of his cockiness and as I walked into his cell closing the door behind me it was very much on show in his mannerism and posture.

After he bantered with me about why I was paying him an unannounced visit I got straight down to business and explained about the purpose of my visit. I outlined the role of the volunteer punisher, broadly what would be involved and that we actively wanted him on board. Once Flick made it clear he was interested I gave him a run down on the questions that would be asked so that he would have the correct answers to get through the qualifying round. As he never asked about the uniform I kept quiet on it remembering his reaction to being stripped naked for his punishment. I decided that he could cross that bridge when he got to it. My final comment was for him to keep his mouth shut about our little meeting and to remember to register his application when the posters were put up on Friday. Flick’s mind was racing with the possibilities as I walked out of his cell.

On to B-Wing where I met just the person I was looking for playing snooker with a fellow inmate, who was just about to pot a red ball. Taking the opportunity while Tyler was waiting to play his turn, I walked up to him and whispered in his ear.

“Tyler, I know you’re playing snooker but I need to have a private chat with you right now in your cell, alone. It will be only for a few minutes and then you can continue with your game.”

Tyler frowned for a second, glanced at me but seeing that I was being serious nodded once in agreement and told his play mate that he would be back in a minute to continue the game. As Tyler was a force to be reckoned with there was no argument from the other guy.

As I followed him up the metal staircase to his cell I could not help but admire his muscular frame and jet black skin which had the optical effect of making him look like a moving obsidian statue. On entering his cell I closed the door behind me, turning round I was faced with the vision of Tyler sprawled out on his bed, hands behind his head, legs spread and his python of a dick snaking across one thigh. His balls hung loosely down between his legs. Despite my best intentions I could not help but look at them remembering the day that I had managed to accommodate the whole of his mammoth cock down my throat. Tyler chuckled loudly before inviting me to do the same thing again for him.

“Thanks for the offer” I replied “and as flattering as the invitation may be, I am here on official business not for personal pleasure. How have you been getting on since you voluntarily surrendered your clothing?”

“Oh man, I’ve been having a ball!” Tyler laughed again. “At first I was quite self-conscious, I know that might sound strange coming from me but it’s true I really was. It’s one thing when you are stripped as a punishment, you have no choice in the matter, but after the post-punishment meeting I voluntarily gave my clothing away in the hopes of becoming a volunteer punisher. I had to come up with a plausible story as to why you’ve kept my clothing and I’m not kicking up over it as the other inmates expected me to do. After a few days it was old news and the guys stopped asking me questions and simply accepted that I was going to remain naked from now on. It was made easier after Jarek’s antics because suddenly I was no longer the only inmate to be permanently naked. Now no one takes any notice except those that are either gay or trying to usurp my position as top dog on this wing.”

“Go on” I urged “I feel a story waiting in the wings just waiting to be told!”

“Do you remember how I told you when you first raided my cell that I had trouble getting any form of relief in this place?” he asked.

“Uh huh, I sure do”

“Well that isn’t a problem anymore. There’s a young lad on this wing, I’m sure you know him because he’s received the 48 hour no clothing punishment too, by the name of Gus. He’s very self-confident and easy going.” Tyler said.

“I think I know the guy, he looks very similar to Jarek but his hair is paler.” I asked pretending to be uncertain.

“That’s the guy!” Tyler agreed nodding with a smile before continuing “It must have been the day he got stripped as punishment I first really got acquainted with him properly so to speak. I was sitting in the canteen during our lunch break, chatting as normal to a couple of old timers when Gus walks over with his lunch on a tray and sits at our table opposite me. I don’t take much notice because up till now we’ve moved in different circles, however mid-way through his lunch he makes out that he’s dropped his fork and crawls underneath to retrieve it, or so I think.”

“What happens next?” I ask, genuinely curious.

“The next thing I know is a pair of hands pushing my knees apart and a pair of warm wet lips kissing my knob end. I don’t know who was shocked the most; me, my knob or the guy I was talking to! I looked under the table in surprise while my cock rapidly stood to attention under Gus’s expert administrations. No word of a lie he had swallowed the whole of my cock down to my balls within thirty seconds, and oh boy the feeling was out of this world! His head was bobbing, my body was sawing and I couldn’t help by groan with pleasure. All too soon I could hold off no longer and with a shudder my balls exploded jism down his willing throat. He only came up for air when my cock ran dry and was back to its normal size, then he resumed his position at the table without looking at me, with fork in hand and continued eating his meal cool as a cucumber.”

“Now that’s what I call a lunchtime treat!” I laughed.

“From that day on any time that I’ve wanted to dump a load I’ve only had to nod in his direction and I get to plunge my cock either down his throat or up his arse. Tell you what though, he’s a dirty bugger, he’s even got me to shove my fist up his arse right in up to my elbow! My eyes nearly popped out of their sockets he got me to do it. I didn’t think it was humanly possible, but he’s shown me otherwise on several occasions since then. So I’ve got myself a regular little bitch now and I couldn’t be happier. Well that’s not strictly true, I wonder when I’m going to hear about this volunteering business otherwise I’m going to think someone’s having a laugh at my expense and I won’t be very happy if that’s the case” he said throwing me a menacing frown.

“Actually that’s what I came to talk to you about….” I said and then spent the next twenty minutes going through the details of the selection process, the auditions, questions, tasks etc. I got him to repeat the questions and answers so that there would be no mistakes made preventing him from being a finalist. I left him lying on his bed looking like the cat that got the cream.

My final visit of the morning was to C-Wing where I bumped into Eduardo enjoying a cigarette by the main door. This made things easier for me because I invited him to join me for a short stroll round the exercise yard where I made small talk before doing the whole sales pitch on the volunteering, after only a minute or two’s thought he decided he was definitely up for the challenge so I gave him all the other necessary information before leaving him to finish his second cigarette while I went off for lunch.

After lunch I headed off to D-Wing in search of Dinesh, where I found him in the general lounge area reading “The Times” newspaper under the finance section.

Laughing I said “Planning your next big scam Dinesh? You do realise that you’re going to be inside for several years yet don’t you?”

“Oh yes Sir, but I can always dream and a man has to have plans for when he is released you know.” He said looking up at me and smiling.

“Indeed, you’re right. Do you have five minutes to spare, I have a proposition for you which you might find interesting.”

“Well, I’m not going anywhere as you’ve pointed out and this paper can wait, so fire away you have my attention” Dinesh said with a deadpan face.

I was getting polished in my presentation and in no time at all I had another volunteer in the bag and so it was off onto my next target, Jarek in E-Wing.

Jarek was also eager to be a volunteer, the only question he really had on the subject was the matter of a uniform. He had been hoping that he would get some form of clothing back but as previously explained to him; that simply wasn’t going to happen. The closest thing he will get to clothing is either the boiler suit for visiting times or the red beret and leather belt. Other than that he was up for the competition and hopefully become the one doing the giving rather than receiving for a change.

My final target for the day was Tony from F-Wing, I found him in his cell busy writing a letter which he quickly turned over on my entrance to the room. As I shut the door behind me he began to look concerned and asked

“Is there anything wrong Sir? I don’t recall being warned about an impending visit from management.”

“There isn’t and there wasn’t, but relax, I’ve come about a matter which might be of interest to you.” I said in my best conspiratorial tone.

“I’m all ears Sir, carry on then”.

Tony is a very astute guy, he grasped all the things I said instantly including the things I hadn’t said, such as the uniform. When I explained it to him he asked if he could wear the beret and belt as well as the usual jeans and T-shirt. I explained it was all or nothing and that he would have to forgo the pleasure of wearing clothes if he wanted the prestige of being a volunteer punisher. After much umming and aahing he finally decided that he would give it a shot, he had nothing to lose (other than his clothes) and it might be a laugh.

Once that visit was over I rejoined George to do the final round of the day before making my way home feeling mentally exhausted. I was pleased to get home and veg out for the evening without having to do anything or say anything to anyone.


No rest for the wicked as they say, back to work early the next morning and straight into Richard’s consultation room to be cleaned out and stretched to within an inch of my life. Today instead of depth Richard and Liam were going for width, by the end of the session they managed to squeeze two hands into my butt at the same time. Now this was going some and was not at all enjoyable for me compared to the other exercises. I was distinctly sore by the end of the marathon session and my anus took quite some time to close up again. But at least I would be able to take on the biggest hands, such as Tyler’s, should the need arise Liam and Richard assured me. Thanks, I think! All morning my bum throbbed, only easing off as it got to lunch time.

In an attempt to take my mind of the aching I threw myself into speaking to the other six candidates left on my list to talk to. Deciding to get the hardest sell over with first I made my way to A-Wing looking for Sayeed, I really wasn’t looking forward to this one because he’s a tricky devil and with him you really have to read the small print, as I have found out to my cost!

As the prison rounds had just been completed and breakfast a distant memory, most inmates were in their cells getting prepared for their daily jobs, whatever they may be. Sayeed was no exception, as I walked into his cell he was donning his outdoor overalls ready for his shift on the prison farm. He looked mildly irritated to see me but I chose to ignore it. I shut the cell door behind me and asked him to sit down.

“Is this absolutely necessary Sir? I’m going to be late for my shift and don’t want to get into trouble with the farm manager because of an unexpected interruption to my schedule.” Sayeed had definitely got out of his bed on the wrong side this morning.

“There is no need to take that tone with me Sayeed, what I want to talk to you about won’t take long and it is in your best interest to think about seriously. If the farm manager asks where you’ve been you can say that I called you into a meeting on behalf of the Prison Governor; that should keep him off your back. Now shall we start again with a little less attitude?” I asked in a very reasonable tone.

“Ok fair enough, sorry Sir, what was it you wanted to speak to me about?” Sayeed asked in a more conciliatory tone.

I outlined the volunteer punisher’s role, placing more emphasis on the mentoring and fatherly roles than the sexual activities as I knew it would appeal to his sense of morality and social consciousness. I deliberately left out any mention of a uniform, at this stage he knew nothing about it and it would only scare him off. He sat there silently deep in thought, occasionally throwing a guarded look before finally speaking.

“I will certainly give this idea a lot of thought but I have some questions which I would like answers to before I make up my mind either way. Firstly why have you asked me, what is in it for you? Secondly, why must I keep it secret? Thirdly, giving me the answers ahead of the audition is cheating; doesn’t it make the competition unfair?”

“Good questions” I replied “clearly there’s no pulling the wool over your eyes! Firstly, we, the management selected you for your social standing with the wing. We want someone that the other inmates can look up to. Secondly, you must keep it a secret because the posters don’t go up until tomorrow and we don’t want news to leak out ahead of time. Thirdly, yes technically you could call it cheating but it won’t make the competition unfair. The only advantage you will have is in the first round auditions where it is questions and answers. It will be whittled down to twenty four contestants, including yourself, after that if you become a volunteer punisher then it will be down to your hard work and merit. It’s entirely up to you, personally I think you will make a great volunteer but it is your decision.”

Sayeed was silent again for a couple minutes before finally agreeing with my reasoning and confirmed that he would be willing to participate in the competition and would abide by our rules. Thanking him for his time I left without delay to allow him to get to the farm without being too late.

Next port of call was B-Wing and a far easier customer, Gus, the guy who was now Tyler’s fuck buddy amongst other things. He was a push over, I appealed to the tart in him making sure I highlighted all the sexual perks that came with the role, I didn’t even have to mention the uniform for him to be sold on the idea. The only difficulty I had was to get him to understand that he had to keep our meeting secret from everyone, especially Tyler of all people!

After leaving Gus I made my way over to C-Wing and met up with Bert, an old timer in his fifties with just three years to go before his release. Despite his years he kept himself fit and was considered by management as being a very stable character generally popular with the inmates on the wing. Personally I get on well with him as we have a similar sense of humour and outlook on life. I was straight with him about the volunteer role, the pros and cons and why I was asking him to consider the position. Like Sayeed he considered it for several minutes before giving a “tentative maybe” then changing his mind to a “yes, okay”.

From Bert it was on to Darren, Carl and Martin on D, E and F-Wings respectively. Although all three men were physically very different; temperament-wise they were generally level headed, laid back with good sense of humours but didn’t take fools gladly and wouldn’t take shit from anyone. In fact perfect candidates for the roles! With a little bit of sales patter I had them all in the bag and my mission was complete. Twelve candidates of the management’s choosing which will give us a fifty fifty chance of getting the right guys into the volunteer roles.

I was behind time when I got home, I had barely half an hour before Jason and Aaron were due to arrive so it was a dash into the bathroom, quick strip wash and change into my running gear before they rang on the door bell raring to go. If I’m honest my mind was elsewhere throughout the two lap jog round the park and before I knew it I had two guys beefing at me that I hadn’t let up in the pace or giving them a half way breather like I normally did. I was a little unsympathetic in my response pointing out that they were here to get fit and lose some weight, no pain no gain! It did however bring my attention back to the task at hand and I was more focused from there on.

As I walked up to my front door and put the key in the lock Jason reminded us of our agreement made on Tuesday evening about clothing being banned within my flat. We all nodded that we remembered and promptly stripped off our running clothes once the front door was safely shut. As I wore the least clothing I was the first one naked, I picked up my sweaty clothing and put them into the washing machine. On my return Jason had by then stripped naked and was busy trying to cajole Aaron into removing his final piece of clothing, his pants.

“I hear what you’re saying Jason and yes I know I agreed to do it but I just don’t feel comfortable stripping completely when I am all hot and sweaty.” Aaron said with a slight whine to his voice.

Taking control of the situation I said “That’s fine Aaron, keep your pants on until you have your shower, then once you’ve had your shower come back to us with your towel on. Then if you feel comfortable you can take it off or leave it on whichever is good for you. At the end of the day you need to take it at a pace that is right for you.”

“I would prefer to do that if you don’t mind, I won’t feel so pressurised so may be more relaxed about it.” Aaron said smiling in my direction before walking towards the bathroom, as he passed Jason he stuck his tongue out in an exaggerated manner.

Both Jason and I laughed in response, shook our heads and made our way into the kitchen where we waited in our customary fashion making small talk until Aaron returned with towel wrapped firmly around his waist. I went next for a shower, during which I hatched a plan to give Aaron a goal to aim for regarding his acceptance of his naked body. So while Jason had his shower I discussed my idea with Aaron about building his self-confidence, to my surprise he was actually receptive to it. To cut a long story short we agreed that in the summer we will as a group (Tom, Mike, Jason, Aaron, Chrissie, Sally, Kirsty and myself) take a trip down to Brighton and do some sun bathing on the beach, more specifically the nudist beach! Something to look forward to, not sure how we’re going to broach the subject with the others though…….


D-Day for me at work, the day my project starts for real. Thankfully I no longer had to attend Liam’s training sessions so my arse got a rest at last! This morning the posters went up all round the prison advertising the auditions that were going to be held on Monday 19th April in the Chapel and I think it’s fair to say that there was a great deal of interest judging by the reaction of the inmates and the conversations that could be heard all over the wings. Some guys were serious others were in it for a laugh, but none had a clue about what really lay ahead. Apart from twelve inmates who had at least some idea about it. During the morning and afternoon prison rounds I was fielding questions left, right and centre. In the end George gave up on me leaving me to answer the questions while he carried on doing the cell inspections.

It was exciting thinking that my project was about to be launched but I was more than a little nervous because I need to pull it off big time otherwise my reputation will be in tatters. Not that my colleagues have any doubt about my abilities or ambition, so I can at least take comfort from that.

By knocking off time I was glad for the peace and quiet of my car whilst driving home and then my beloved flat, which has always been a sanctuary for me when the world comes crowding in like it did today. Not that I’m going to be in for long as tonight I’m out with the lads for that final food and drink binge before Mike and Tom do some serious dieting and exercising care of yours truly.

So diary, that’s all from me for one day as I have to get ready, put some smart clothes on spruce myself up before meeting the others in town. I don’t think I will be in the mood for writing when I get home later.


Oh my God! Oh my God! I can’t believe how this weekend has panned out…. if someone had told me what was going to happen I would never have believed them, in fact I still have to pinch myself to believe it.

Friday night in town went pretty much as expected, lots of food and far too much beer and spirits were drunk but we did have a brilliant time. Everyone was in good spirits but by the end of the night Jason was by far the drunkest in the group, so much so that Aaron and Tom both said that Kirsty would go mental when she sees the state of him.

“No shee woooon’t, she lovesh me sho mush” Jason protested.

“Not in that state she won’t!” Tom chided

“Well what are we going to do with him until he can sober up?” Aaron asked, suddenly concerned about his best mate.

“I can shleep at Shams flat, he’sh got a shpare room” Jason announced and then proceeded to hic up loudly.

“Um, I guess he can do. I mean I do have a spare room so he could kip down in there. Once he’s slept the alcohol off he can go home and do some making up with Kirsty” I said appearing to think things over.

“That’s settled then” Tom agreed. “Thanks for taking the burden on, I really don’t think Chrissie would have appreciated me bringing a drunken Jason home. We had too much of that when they were younger!”

“No problem, glad to be of service.” I smiled all the while hoping that Jason wasn’t going to throw up everywhere.

Waving the other guys off I steered Jason through my front door and half pushed, half guided him into my spare bedroom/office and plonked him onto the bed. I removed his shoes and made sure that he was comfortable before closing the door behind me.

By now I had the munchies again, alcohol has that effect don’t you find? I made myself a coffee and was standing in front of the fridge peering inside trying to decide what I fancied eating when I nearly jumped out of my skin. A pair of hands had snaked their way round my waist and met in the middle, at the same time a lager laden mouth breathed on the back of my neck before planting a firm kiss on it. I stood there rigid before exclaiming

“Jason, what the hell do you think you’re doing?!” and pulled away at the same time, turning to face him.

“Something I’ve wanted to do for a very long time!” Jason replied in a husky voice, he didn’t seem to be drunk anymore.

Before I could react he stepped up to me, with one hand he pulled me towards him and with the other he held the back of my head so that I couldn’t pull away. I opened my mouth to speak and found it instantly covered by his hungry mouth. His tongue darted out and thrust its way past my lips (which had started to close in reaction) and proceeded to ravage my mouth mercilessly. I was so taken aback I did nothing to resist, it felt so strange having a masculine mouth kissing me, I have only been kissed in this way by women in the past. Desire inside me ignited and my hands left my side to explore the body pressing into me, I pulled him closer to me, I could feel his erection through his jeans pressing into my equally erect cock which was straining to be released. I started to kiss him back, pushing his tongue into retreat before thrusting my tongue into his mouth. I don’t know for how long we kissed but my lips and chin were starting to get stubble burn – a first for me. Our hands became more desperate in their exploration and if my cock got any harder I was going to explode!

Jason must have read my mind because without saying a word he stepped away from me, his eyes were full of lust and his chest was heaving. Then he took my hand and still not saying anything pulled me out of the kitchen and effectively dragged me into my own bedroom. Once inside he pushed me backwards onto the bed where I lay sprawled out wondering as to what would happen next. I didn’t have long to wait to find out because he dived onto the bed landing between my outspread legs and expertly undid my jeans before yanking them down around my knees along with my boxer shorts. Standing up for a moment he pulled them off me entirely before jumping onto the bed again and taking my throbbing cock in his hand.

Looking along my body and into my eyes he whispered “You don’t know how many times I have dreamed of being in this situation. I’m going to savour every minute of this”

Not knowing quite how to respond I smiled encouragingly and dropped my head back onto the bed. Delaying no further Jason started to lick the shaft of my cock as if it were a lollipop coating it liberally with saliva before moving onto my cock head. I raised myself up onto my elbows to watch him; his eyes were closed as he slowly and smoothly swallowed the whole of me right down to the base. I had to concentrate so hard on not cumming there and then, I thought of mundane things until I was under control before I could relax and enjoy the expert blow job I was receiving. The sight of his handsome face bobbing up and down, lips wrapped round my shaft was a sight to behold and I’m sorry to say that it wasn’t long before I couldn’t restrain myself any longer. My hips began to buck and my head dropped back down again on to the bed just as my cock exploded sending jet after jet of jism down his willing throat. I was panting heavily from the orgasm but he was totally unfazed as he carried on sucking my cock until it had gone soft, only then did he reluctantly let it drop from his mouth. I thought he had finished with me but no, not by a long chalk. Without missing a beat he started licking and mouthing my balls, at the same time his hands reached out for my legs, once he had hold of them he pushed them up and back towards me. Understanding what he wanted I wrapped my arms around my knees to hold them in place. His tongue then travelled down from my balls along my crack until its goal was reached, my hole. He licked and lapped at my ring, in and out it darted round and round until even I could feel it relaxing and welcoming the intrusion.

While he was occupied down below I managed to gather enough thoughts to think about lubrication and remembered that I still had some of the Crisco Liam had given me, in my bedside drawer. Reaching across the bed I managed to open the drawer and retrieve it without Jason losing a stroke.

“Jason mate, you might want to use some of this” I said offering him the opened tub.

“Sure thing Sam, I have just the thing for that” Jason replied with a chuckle and immediately took a glob of it and greased up his cock.

Then throwing me a wink he placed his cock at my entrance and slowly pushed. Bearing in mind my recent training at work he had no problem getting past my ring and his cock, despite being a whopping ten inches in length, quickly disappeared inside. When he was in as far as he could go he took hold of my knees, pushed them aside and leant forward intent on kissing me. I reached out and pulled him towards me at the same time wrapping my legs around his waist to keep him buried inside me. We kissed passionately for the longest of times, finally coming up for air he gave me one last kiss before he nuzzled and bit my neck and shoulders as he started to slowly fuck me. He might be young but he was certainly experienced and/or talented in the art of fucking! He had the knack of hitting my prostate with every stroke and boy did he have stamina. On and on he fucked me gradually gaining in pace and force, I was loving every single moment of it. My head was rolling on the pillow with groans escaping from my lips in time to his thrusts and my legs tried to pull him ever closer to me until his balls were at risk of being swallowed too!

As they say, all good things must come to an end and with a grunting cry Jason’s body went rigid, spasmed several times before he collapsed exhausted onto me panting heavily. I kissed him tenderly on the cheek and held him in my arms while he got his breath back. My legs released their grip and I stretched them out straight again which caused Jason’s now subsiding cock to slip out of me dribbling a little bit of after-cum across my thighs. We laid there motionless for several minutes without saying anything, however his body pressing into mine aroused my cock from its slumber and I decided it was my time to show this youngster that an old man can still have a few tricks up his sleeve.

So I reached across him to where the Crisco tub sat abandoned and took a generous handful before rolling a sleepy Jason on to his front and spreading his legs. He made protesting noises but I played deaf and started to smear the Crisco along his crack and pushed some inside his anus. Now I understood his concerns for his ring was tight and he knew the size of my cock. He must be an anal virgin; I smiled to myself and thought ‘I’m going to have one tight hole to fuck tonight!’ In view of this fact I took extra care and attention to warming up his hole. First I inserted one finger and stroked his prostate which persuaded him that this wasn’t such a bad idea after all. Then when he was relaxed with one finger I introduced a second finger and so on until I could get three in. By this time he was raring to go so I climbed on top of him, supporting myself with my elbows and slipped my cockhead just inside his ring. He reared up in reaction and his ring clamped down tight. I remained stationary until he released his grip and then gently applied pressure pushing my cock inside inch by inch. Finally I was fully inside, what a gorgeous feeling to be inside a tight hole, not only that the view before my eyes was hot too. Jason was lying with his head on his hands which accentuated the musculature of his back, further highlighted by the shadows cast by the hallway light. I was having difficulty remembering how I ever found a woman sexually attractive, but then again it’s like comparing day with night. Both are very different but each beautiful in its own way. Back to the task at hand and I quickly became consumed by the passion of the moment and was fucking Jason’s arse like there was no tomorrow. Again all too soon I climaxed and shot my load deep inside him before rolling him onto his side, lying spooned together with me still up him. I never lost my erection and five minutes later I was ready to go again, this time I took it more leisurely and as I slowly fucked him I reached over and stroked his cock until he had another erection. Somehow by coincidence or good luck we climaxed at the same time, my sheets definitely needed to be changed now! Finally our lust was spent for now and we drifted off into sleep.

It was early the next morning when I next woke up, the sun had just risen and was streaming in through the windows; I never had the sense last night to close the curtains. Jason was still asleep looking positively angelic, oh how deceptive that man can be I thought to myself. I guess this is the sight Kirsty must see most mornings, the thought of her brought up pangs of guilt and it took the edge of the post-sex glow I still had about me. Mentally I shrugged my shoulders, it takes two to tango and he was the one who had initiated the action, I certainly had no intention of spilling the beans to Kirsty or anyone else. Jason is a big boy (literally) and can choose his own path, who am I to judge?

Anyway, where was I? Oh yes lying in bed watching the man I had shagged the night before. Deciding I was hungry and definitely needed a shower as a certain present deposited the night before was about to make an exit, sooner rather than later. I crawled out of bed as quietly as possible so as not to disturb sleeping beauty and tiptoed to the bathroom. First port of call the toilet, then into the shower to wash off the smell of sex, and finally have a shave.

Twenty minutes later I was in the kitchen brewing a pot of coffee and grilling some bacon for a sandwich when I heard the shower running so I set the table for two and put some more bacon under the grill. By the time I was buttering the bread and pouring out the coffees Jason sauntered into the room, towel wrapped round his waist and hair all tousled.

“Did you sleep well?” I asked brightly.

“Yeah, like the dead thanks. Is that bacon I can smell? I’m starving!” Jason replied casually as he sat down at the table and poured himself a cup of coffee.

This whole situation was so surreal, in my kitchen sat a man young enough to be my son, who I had known virtually all of his life, and had a girlfriend of his own yet sat here as if this was the most natural thing in the world. It then occurred to me that this can’t have been the first time he had been in this type of situation. Sitting down opposite him I passed him his round of bacon sandwiches and as I ate mine I planned what I was going to say to him.

However Jason beat me to it by thanking me for breakfast and for taking care of him so well last night. Taking care of him had more than one meaning I smiled inwardly. He asked if I had any objections to him calling Kirsty to let her know that he was fine and would be home later. I shrugged my shoulders and said “Be my guest”. He stood up and wandered into the living room to retrieve his mobile before returning and sitting back down at the table once more. With his cup of coffee in one hand and his mobile in the other he quick dialled Kirsty and chatted away to her for about ten minutes. Oh boy was he a smooth operator, he had her eating out of his palm in no time and I’m not even convinced that he actually apologised for not going home last night. At the end of the conversation he swore that he loved her and would be home by lunchtime.

“You’ve done this before haven’t you?” I casually asked taking a sip of my coffee.

“Done what? Had sex with a man or been unfaithful to Kirsty?” he asked with raised eyebrows.

“Both. Does she know that you bat for both sides? Or that you have been unfaithful.”

“No one knows that I do on either counts and that’s how exactly how I want it to stay” he responded giving me a hard stare.

I held my hands up in mock surrender before bursting out laughing stating “I’m not judging you Jason it’s just that last night came as a bit of a surprise, a very pleasant one granted, but a surprise none the less but this morning you seem totally relaxed and gave a very polished performance which led me to suspect that you’ve done this before.”

“You caught me fair and square Guvner” Jason replied with a sly smile.

“So tell me what made you pull that stunt last night? You weren’t as drunk as you were making out were you? Why pick me, I’m old enough to be your father and there are plenty of young guys out there who’d be more than willing to take your cock whichever way you want it.” I said in all seriousness.

“Like I said last night, and I meant it, I have wanted to get you into bed for so long I have forgotten a time when I didn’t want to. Ever since I was about fourteen years old I have fancied you like crazy. I used to hang onto every bit of information I could get when you were in the army and I was so jealous of your wife thinking she was in bed with you each night. You have no idea how many times I have just wanted to touch your body or have you hold me in your arms. I can remember listening to the conversations Aaron had in school and if there was any suggestion that you would be going to his house I would find a way to gatecrash the barbecue or party.” Jason admitted quite candidly.

I was silent for a moment before responding. “I don’t know what to say, I never had a clue that you felt like that and if I had known I probably wouldn’t have been very receptive in those days. I was too busy being a man’s man at the time and no one was going to say that I was anything other than a real 100% heterosexual alpha male. It’s only since I have worked as a Prison Officer that I have even contemplated that there could be another side to me that hadn’t been explored. Thinking about it I do seem to remember you being on the scene a lot when you were a teenager, we simply put it down to you and Aaron being inseparable buddies.”

“Yeah” Jason replied, deep in thought remembering the past “we were and still are I guess. It has been very hard sometimes keeping these feelings hidden from view and a couple of times it has nearly slipped out but as far as I am aware no one suspects my bisexuality. I love Kirsty very much and I want to be with her, but there is this other side of me which needs to be satisfied at the same time. Up until now I have been having one night stands when I get the opportunity but I have grown tired of these casual and sporadic sessions which somehow no longer feel as satisfying as they once did. I guess if I was honest I would like to find a guy who loves to have sex with no strings attached.”

Again I thought for a moment before replying “So let me get this straight in my head, you are looking for a guy who is prepared to have sex with you on an ongoing basis but is happy to keep it secret and isn’t looking for a relationship with you? I guess it would help if you liked the guy too?”

“Got it in one! Any ideas on where I should look for this guy?” Jason asked raising one eyebrow.

“Well……. I suppose if you are having trouble finding someone I guess I could help you out in the meantime. I love sex, am not looking for a significant other; we get on okay and can keep my gob shut. What do you reckon? The other bonus is that you have an excuse for coming round here as I’m now your fitness trainer.” I said trying to sound matter of fact as if this was the most normal thing in the world.

“Great minds think alike! If you’re up for it I definitely am but I’ve just realised the time, if I’m not careful I’m going to be late and that is something Kirsty does NOT like.” Jason said closing the discussion on the subject by jumping up and heading for the bedroom to get dressed. Within ten minutes he was flying out of the door with a promise that we will have to this again real soon. Yeah yeah I thought, where have I heard that before?

The rest of Saturday was spent flitting between surfing the internet, watching the Sports Channel and reluctantly doing mundane chores round the flat.

Sunday was pretty mediocre if I’m honest, went to the leisure centre for the weekly swimming session with the guys which was very surreal as Jason acted perfectly in character as if Friday night had never happened. I don’t honestly know if I was relieved or disappointed, either way tomorrow (Monday) has been looming large in my mind.


The atmosphere in the prison today has been electric; it only found a release in the evening when it was time for the auditions in the chapel. Standing on the podium with Liam, Max and Adrian at my side I looked out over a sea of expectant faces and began my speech welcoming each and every contender for the six positions of Volunteer Punishers. There must have been nearly six hundred men in the room as it was standing room only (all the chairs had been removed earlier in the day). Having explained the rules of the audition tonight I asked the men to hold their competition passes in the air for without a valid pass they will be excluded from the competition and escorted from the chapel immediately

“Right folks!” I called out loudly “let’s get the competition under way. Okay, listen up. For starters it’s a simple yes or no for the answer. Question one, do you think that by being a volunteer punisher this will give you authority over other inmates? You have five minutes to make your mind up.”

For a minute or two there was silence then slowly a whisper was heard and then more as inmates decided to discuss the whispering got louder and louder until I had to shout for silence in the room.

“Okay guys, times up. Put your hand up in the air with your pass clearly showing if you think the answer is yes.” I announced. Around two thirds of the room put their hands up.

“All the yes’s are to move to the left side of the room where Liam is standing and all the no’s are to the right where Max is standing. Please do so as quickly as possible so we can keep to the timetable.”

For a couple of moments there was a swirling mass of bodies as the inmates divided into two groups. George and a couple of other officers patrolled the divide to ensure that there were no sneaky jumpers after the results were announced. As the inmates quietened I announced the correct answer.

“The correct answer to this question is – YES – you will have authority over other inmates. You will follow directions from the prison staff and be given certain powers which will be confirmed later in the competition. All those that have answered incorrectly are now to leave the chapel by the main door and surrender your passes to Liam as you go.”

There were groans of disappointment from the ‘No’ group but they followed the instructions and slowly filed out of the room leaving four hundred inmates in the competition.

“Question number two.” I called out “Do you have the right to humiliate in public an inmate who has broken the prison rules? Again this is a yes or no question and as before all the yes’s to left and no’s to the right.”

This time the room was split fifty fifty, the correct answer was ‘no’, after the yes’s had left the room two hundred inmates remained and the questions continued.

“Question number three. If an inmate approaches you for advice or assistance regarding anything providing it’s legal are you obliged to help?”

Again the room was evenly split, the correct answer was ‘yes’, once the no’s had left the room one hundred inmates remained.

“Question number four. Once an inmate has broken the rules and the punishment initiated, do you have the right to engage in any sexual activity of your choosing and whenever you want? Same as before this is a yes or no question with all the yes’s to left and no’s to the right.”

The room was deadly silent, the inmates looked stunned and then a few started to grin wickedly at the thought of the question’s implications. This didn’t stop them from being indecisive and it took longer for the dividing up to finalise. In the end it was split with sixty saying yes and forty saying no. Yes was the correct answer so we were left with sixty inmates, the chapel was now feeling decidedly emptier.

“Question number five. If we told you that the uniform of a volunteer punisher consists solely of a red beret and leather belt with no other clothing being permitted, would you be prepared to comply with this requirement?”

This time the reaction from the inmates was more animated and I heard a few gasps, whistles of astonishment and a couple of “no ways!” but surprisingly at the end of the dividing there were thirty five yes’s and twenty five no’s. I had been expecting a lot fewer yes’s considering what had been asked, but I was relieved to see that the twelve inmates I had primed were still in the running.

“Right guys, we’re now down to thirty five and there are only twenty four can go through to the next round. This is going to be your first challenge. Scattered around the prison in the public areas are twenty four white envelopes, inside will be a red ticket with ‘VP’ embossed in silver. The twenty four men who successfully find the envelopes will be the ones going through. After I say go, you are free to search for them. On your marks, get set, go!” I cried out.

In one surge the thirty five men raced out of the room determined to be the ones to find the tickets. Once the chapel was empty Liam came over to me and congratulated on how well it had gone so far. I smiled an acknowledgement, inside praying that the rest of the competition would run just as smoothly. It took about five minutes for the first contender to come back in the room and about half an hour for the twenty fourth to stumble back into the chapel clearly exhausted having scoured the prison for the last remaining ticket. On his entry the chapel door was locked behind him, with a note outside advising the other eleven men that they were out of the competition.

“Okay guys; the first selection round is now over and this is where the hard work begins! Starting from tomorrow and continuing until Sunday you will be split up into six teams of four. Each day you will be on a different wing carrying out specified duties. Then on Sunday the rest of the prison inmates will vote for who they feel undertook the duties most willingly and most successfully. The twelve with the most votes will go through to the next round. Any questions so far? No? Okay, then I’ll explain a couple of rules. You are free to reject the tasks set you but by doing so it will immediately disqualify you from the competition, equally if you decide that this competition isn’t for you then you are free to leave at any time. That’s all for now, you are free to leave and return to your cells, get a good night’s sleep because the next six days are going to be hectic for you. In the morning you are to report to the main reception where your instructions will be published. Good night gentlemen.”

There as a small round of applause from the inmates and prison staff, to whom I bowed before we all left the chapel and went our separate ways.

Back at home, I flopped onto my sofa mentally exhausted from today’s events and took my time enjoying a cold beer letting my mind go blank. I was only roused from this state by the sound of my mobile phone bleeping to let me know a text message had arrived. Sod it! I thought to myself but couldn’t resist seeing who it was. It was Jason, just asking how my day had been – if only you knew – and shall we have another session after swimming on Sunday 25th April as Kirsty is off to visit her best friend in Manchester that day and will be staying overnight. I text back saying that sounded a great idea and to make sure he had a good night’s sleep because he was going to need it….


I was in even earlier at work than usual, I simply had to make sure that the instruction leaflets had been printed correctly, that I was in position and prepared for when the twenty four contestants arrived at the main reception. I was idly chatting to Andy, the security guard on reception when they started turning up en masse. It was like being hit by a tidal wave! They were full of enthusiasm and couldn’t wait to see what tasks they were to be set, I wasn’t sure if they would be so happy when they saw what was required though.

I spent the next ten minutes explaining that they will be given a number of tasks which everyone will have to participate in and complete to the best of their ability. The other inmates will be watching their every move and at the end of the six days will be voting for the contestant who has most impressed them. I then read out the daily tasks to them:

1.Assist with the cleaning & maintenance of the prison facilities.

2.Assist the prison officers during the daily cell inspections.

3.Befriend new arrivals, help them settle in & offer assistance where required.

4.Befriend inmates who are having difficulty socialising, help them network & offer assistance where required.

They were quiet for a few minutes while it sank in before Sayeed put his hand up and asked politely what the purpose of these tasks was.

“As ever Sayeed, you ask a very pertinent question” I said smiling broadly to him and the others in turn “and I am happy to answer it. Task one involves you doing chores which others normally refuse to do or do so unwillingly, thereby proving your ego and pride is not going to be a barrier to your progress. Task two requires you to distance yourself from fellow inmates sufficiently to help the prison officer search the cells, sometimes against the inmate’s wishes. Do you have the integrity to do this? Task three, this is a demonstration of your social skills and ability to relate to others who may be feeling vulnerable. Finally, task four. This will involve you dealing with inmates who will already be known to you, so you will have to overcome any personal prejudices you may have about that person as well as using the same skills as for task three. Any questions?”

No one answered so I split them up into the six teams making sure that any guys from the same wing were split into different groups. I then sent them on their way having explained in greater detail what they need to do but that a large part of it will be down to their own initiative and reminded them that their every move will be watched by the inmates. Then to add just a little bit of pressure I said that I would be round doing spot checks at random times of the day which brought a collective groan from them all.

I spent most of the day doing exactly that and catching up with the other officers making sure that the contestants were doing what they were supposed to be doing (which I was pleasantly surprised to find that they were doing, but it is only their first day).

This evening I actually enjoyed going for a run with Aaron and Jason, it was great to be doing something that didn’t require a great deal of thought (apart from making sure that I wasn’t going too fast for them). After our cooling down exercises and walking back home I commented on the fact that I could see improvements in their fitness levels and perhaps we ought to up the ante a little by doing two and a half circuits. Surprise, surprise this brought groans of protest from them but as their coach my word goes so as from Thursday we will be jogging further. I also dropped in the fact that I will be doing a physique check after the showers to ascertain if they have been doing all of the exercises I set for them.

After we had all had showers it was time for the physique inspection. As was now customary Jason and I were naked but Aaron was still hiding within his towel, not for long though. With Aaron watching while sitting on the sofa I got Jason to stand up straight in the middle of the lounge with his hands down by his sides looking forward. I then took my time examining him from head to toe making positive comments whenever I found an improvement in his muscle tones and reduction in his fat layers. I then focused on areas requiring attention. Giving Jason a sharp but playful slap on the bum I told him to make himself comfortable as it was now Aaron’s turn.

With a sigh of resignation Aaron stood up and assumed the same pose Jason had and I repeated the procedures that I had done with Jason. In all fairness both of them had made good progress and said so, this brought smiles and thanks from them. While Aaron was momentarily distracted by the compliments I until his towel and whipped it away before he could protest. I continued with my inspection pointing out that the towel had impeded my progress and simply had to go! Jason decided to go one better and retrieved the towel before putting it into the washing machine so Aaron had no choice but to join us in nakedness – he’s a little devil, that Jason! Aaron was rather petulant for a few minutes following this stunt but eventually got over it and by the time they dressed to leave he was relaxed enough to take his hands away from his crutch and behave more normally.


Work has been a little surreal today, the contestants have moved on to another wing as instructed getting on with their tasks with little supervision, so there has been little training for me to do. The feedback I have been getting has so far been positive, although it is too early to say if it will have lasting effects on the prison system. I could almost believe that it was business as usual except that we had some volunteers in helping us out.


Dear diary, nothing much to say. Today was much the same as yesterday, the only difference is that Liam called me in to his office for me to give feedback which I did in as balanced a way as possible. Even running tonight with Aaron and Jason was par for the course. Aaron summonsed up the courage to drop his towel part way into the evening which I acknowledged with a smile and nod. Jason thoughtfully made no issue of the matter.


Sorry for not having written for the last couple of days, with nothing going on there doesn’t seem much point in writing anything. Today has been different, in fact a first for me, I have been to a Sauna for the first time! Me at forty five, going to a gay sauna of all places….. but I am getting ahead of myself (as usual).

As I read the Sunday paper over breakfast a text came through on my mobile, it was Jason, cancelling our session no doubt I humphed to myself. But I was wrong, the message actually read:

“There’s been a change of plan. Kirsty wants me to wave her off from Euston Station so I can’t go swimming. Meet me outside Euston Station at 3.30pm and we can go into town. Please say you can make it. Jase xx”

Mmm I thought to myself, sounds interesting so I text him back agreeing to meet him as arranged. In the meantime I had a swimming session to attend. Due to time constraints I would have after the swimming session I took a change of clothing with me to the leisure centre. I paid to hire a locker overnight acting as casually as possible so as not to attract attention to my plans. Afterwards I quickly donned my clean change of clothing and made a discreet exit heading for the tube station. I was running five minutes late when I arrived at Euston to find that Jason was already waiting for me. I went to apologise for being late but from the expression on his face it was clear that he was simply relieved that I had turned up at all. I asked him what the plan of action was for this afternoon and evening. He refused to divulge any information saying it was all taken care of and that I should just relax and enjoy the experience. Fair enough so I let him have his way.

Our first port of call was Leicester Square, more specifically the cinema where we watched the recently released “Alice in Wonderland” which was very well made but a little on the weird side. I kept this last thought to myself as Jason clearly loved every moment of it (perhaps it’s an age thing). From there we walked over to China Town and enjoyed a sumptuous three course meal in an expensive looking restaurant, all paid for by Jason despite my protests to pay my half. Finally stuffed with food beyond comfort levels we sought refuge in a coffee house in Soho and watched the world go by chatting about anything that came to mind. Finally when I thought we were going to call it a day the final surprise was revealed, well, only as we walked up to the front door actually. In bright rainbow neon lettering were the words ‘Manzone Sauna” – there was no way you could mistake what this establishment was! I looked at Jason in surprise and asked him if this was where we were headed, indeed it was and without further delay we went inside.

Not knowing what to expect I looked around me studying every detail, at first glance it looked very much like a hotel main reception with a butch looking guy in his early sixties manning the desk. As Jason paid our entrance fees he gave me a curious glance up and down, stopping momentarily at crutch level before smiling briefly at me and handing us a couple of white towels and locker keys. He asked if we had been before and offered us a tour of the facilities, but Jason politely declined as he had been here several times already. He headed straight to the only door available and indicated that I should follow him, as we got to the door the receptionist pressed a button and a buzzer sounded releasing the lock on the door. On the other side of the door was a small changing room with lockers along one wall, on the opposite wall stood three doors, one with a sign saying ‘rest room’, one with ‘showers’ and the other ‘amenities’. Wasting no time we stripped off our clothes and wrapped the rather small white towels around our waists before locking our clothes away and walking through the amenities door and into the corridor beyond which had several doors on either side.

“So Sam what do you fancy trying first?” Jason asked with a smile “They’ve got a steam room which is hot and wet, a sauna which is hot and dry, a Jacuzzi, a massage parlour and exercise room.”

“Well I don’t fancy the exercise room” I replied “we get enough of that already, nor the massage parlour. I think I will try the sauna first.”

The heat hit me as I opened the door, it was like walking into a furnace and I could feel sweat bursting out of every pore as I stepped inside. The lighting was dim inside, provided by one solitary red light bulb, but it was enough to make out the two tiered slatted wooden benches running along each of the walls. There were already five men in the sauna, ranging in age from late teens up to early seventies and all were wearing the obligatory white towels. In one corner stood the heater with what looked like hot pumice stones, adjacent to it was a metal bucket of water and a ladle for putting water onto the stones. As I walked down the aisle between the benches I tried to make visual contact with the guys but most had their eyes closed or were staring down at the floor, avoiding eye contact. The only one who did look up was a young lad who appeared to be in his late teens who smiled shyly at me, if you ignored the spots he was cute in a goofy sort of way. I felt a tap on my shoulder and with a very pointed look on his face Jason indicated where we should sit. Strangely the seat I was offered was out of eye line of the youth, I mentally shrugged my shoulders, if Jason wanted to be jealous over a smile let him.

Jason and I chit chatted for a few minutes but it was just too hot to talk so the conversation died out and we sat in silence soaking in the heat and feeling the sweat trickle down our bodies. After what seemed an eternity Jason admitted defeat and we escaped into the relatively chilly corridor to cool down. I decided that I needed to wash off the grime and sweat from my body before I did anything else so I headed back to the changing room and straight through the door marked ‘showers’. It was just as I expected, a communal shower area much like the leisure centre except for the fact that here they provided soap and shampoo! Hanging my towel up on a convenient clothes hook I stepped over to the nearest shower head and turned the tap on. Eeeek! The water was cold but quickly warmed up and I lathered myself up, as I did so I heard the shower head next to me start to run, glancing over I saw Jason doing the same thing. Boy was he a sight to behold and the sight of him washing was somehow erotic, so I asked him if there was anywhere more private that we could go and you know…..

“Easy tiger!” Jason laughed “There’s plenty of time for that later, just chill out, we’ve still got the steam room and Jacuzzi to go yet. It’s my turn to choose, so I think the Jacuzzi is next followed by the steam room. Come on old man.”

With that he turned off the shower, picked up his towel slinging it over his shoulder, not bothering to dry himself and opened the door to the changing room. Only then did he look to see if I was following, which I was just a couple of steps behind. The Jacuzzi room was actually quite busy with about four other guys already sitting in the bubbling water and another couple standing around talking while idly watching the others. Luckily there was enough room for us to squeeze in although it was a bit cosy (okay, sardines might be a better description!) I sat down gingerly not wanting to slip and make a fool of myself and I noticed that Jason did much the same. He quickly settled back and closed his eyes enjoying the sensations the bubbles were causing. I however was more curious about the fellow occupants of the Jacuzzi and casually looked round the pool. Just regular guys really I thought to myself, as I did so I felt a hand slide it’s way slowly up my thigh to my groin and then over to my crotch. Startled by this development I glanced over the owner of the hand, who looked at me with a tentative smile and pleading expression. I would have put him in his early sixties, not bad looking for a man of his age and then seeing that I wasn’t about to punch him his smile broadened before he looked down and concentrated on exploring my body. I spread my legs a little to allow him easier access, his fingers by now had hold of my balls and were gently rolling them, my cock was rapidly rising to attention and the head was just poking up above the frothing water. I expected the hand to stroke my cock but instead the hand went lower and I felt a finger trace the outline of my anus before very gently pushing the tip just inside my hole drawing a satisfied sigh from my lips.

“Do you like that? I can give you something better if you would like” the owner of the finger whispered trying to be discreet as possible.

“Yeah I guess I might. How do you fancy a little company? I’m with this gorgeous guy so we come as a pair.” I replied, sounding out his sincerity.

By now Jason had focused in on the conversation and seeing the state of my cock put two and two together instantly. Raising one eye brow he looked at me with a grin and said “you don’t waste time do you?”

“Nope” was all I said in response before turning back to the guy and asking “Well?”

The guy must have thought he’d died and gone to heaven because he had a big grin on his face and said he knew just the place to go. Five minutes later we were in one of the ‘rest rooms’; designed apparently just for this type of activity. There was a single bed sized couch covered in black plastic along with two armchairs covered in the same material. Beside the bed was a coffee table with a lamp and a big bowl containing condoms and sachets of lubricants. We didn’t waste time with pleasantries like closing the door behind us or asking names but got straight down to business.

Having seen the size of our cocks the guy decided that he wanted to be bottom after all so Jason pulled on a condom, then bent the guy over the couch before lubricating his hole and shoving his cock up him, sparing him no mercy. The poor guy cried out and wriggled trying to escape his ordeal without success. As Jason hammered away I climbed up on the couch and kneeled before the willing victim, taking hold of his head I impaled him on my own throbbing erection. I stopped for a moment to allow him to adjust to it before I started to fuck his face. Jason told me not to come and as soon as we felt like we would then we were to stop and swap places. Before long this is exactly what we had to do! I could feel pressure building up in my balls so I called time and we swapped positions. As I slipped on a condom I asked the guy if he was okay, with a slut happy grin on his face he said that he was indeed.

This time Jason sat in one of the chairs while the guy was on all fours with his head between Jason’s legs, slurping with great gusto on the naked cock in front of him. I knelt down and slid my cock easily into the guy’s sloppy hole and started to steadily fuck him. Behind me I heard the creak of the door opening and saw the young guy I had previously seen in the sauna peering through the doorway unable to believe his eyes. I motioned for him to join us and do whatever feels right for him. Needing no second telling the youth stepped inside and quickly lost his towel, his cock was resembled him, long and slender with a nicely shaped head. He stood in front of me with his cock half mast, with one free hand I guided it into my mouth and sucked it into life. It grew before my eyes but although it was nice and long it wasn’t as hefty as Jason’s, just as I was getting into the rhythm of sucking it he pulled away and walked over to the bowl picking up a condom and sachet of lubricant. He quickly donned the condom and knelt down behind me, pushing me forward a little before applying the lubricant to my hole. Just from the way his fingers moved I could tell he was no novice and sure enough before I could think of saying no he had gently and smoothly slid his cock deep inside me and was slowly beginning to fuck me as I fucked the guy in front of me. I guess this is what they call a meat sandwich; it was certainly a novel experience feeling my cock buried deep inside an arse while a cock was stuffed up mine. I looked over to Jason, told him it was such a great feeling that he might like to try it too. So there was a brief interruption while we rearranged ourselves. Jason stood up put another condom on, then willing guy crawled half onto the chair while Jason reinserted his cock up his hole, I then shuffled forward and pushed my cock up Jason’s hole, finally I felt the youth’s cock slide back inside me. For the next five to ten minutes this human daisy chain groaned and grunted before one by one we shot our loads and collapsed on top of the person in front. This impromptu orgy came to a natural end when youthful guy and willing guy made it clear that they were going to have their own private party and wandered off to another rest room for some privacy.

I smiled at Jason and then said “I don’t know about you sunshine, I have had a great time here and it’s been a real eye opener but I am bush whacked and would like to call it a day.”

Jason’s smile wavered momentarily before being fixed back in place “Sure thing old man, there’s always another time? Shall we go for a shower and then head back to yours?”

“Come on don’t be like that Jason, I’ve got work in the morning and I don’t want to be too late in getting to bed. Of course we can do this again, I’ve really enjoyed myself. Would you like to stay overnight?” I asked.

Jason laughed and raised his hands in mock surrender “Okay okay! You win and how could I refuse when you’ve made such a tempting offer?”

Taking charge of the situation I took him by the hand and forcibly led him back to the showers where we thoroughly washed off the stale smells of sex and the sauna in general. As we stepped back out into the street I was reminded of the children’s story ‘The Lion, the Witch & the Wardrobe’, this is how they must have felt stepping through the wardrobe having left Narnia behind.

Two hours later I was laying in bed with Jason snuggled up against me, head on my shoulders with one arm draped across my chest sighing in contentment. I don’t like to admit it but I was feeling pretty pleased with myself, for I had shown Jason that between the sheets not only can I be a rampant beast but I can also be a considerate lover. We had fucked each other in just about every position possible and swapping roles several times, I don’t think I have one drop of spunk left in my balls! I simply held him tight against me enjoying the moment, not wanting to break the spell. Somewhere along the line we must have drifted off to sleep because the next thing I knew was the alarm going off and the morning rush was underway……….


First task this morning was to collect up the votes submitted by the inmates via the ballot boxes on each wing, then take them to the Governor’s office for counting and verification by Liam.

By mid-morning the twelve contestants through to the next round were: Tyler, Flick, Eduardo, Dinesh, Jarek, Tony, Bert, Darren, Carl, Martin, Gus and Sayeed. Okay folks I guess the cynical reader might say that it was all a fix but I swear to you the voting was absolutely free and the counting was not fixed in any way. I just like to think that the management got it right first time round…..

I quickly printed out the list of remaining contestants and put up the notices on each wing stating that training will begin in the chapel this evening after dinner and the twelve contestants will be given their new uniforms. The whole prison was quickly buzzing with the news and it continued throughout the afternoon right up until the time I began my welcoming speech, only then did it go quiet.

The contestants sat in the front row of the auditorium waiting to be called up one by one. Tyler and Jarek were the easiest as they were already naked and in fact they ended up wearing more than they started with! But the others were a different story. After those two Flick was next, I called him up on to the stage congratulating him on making it through to the next round and presented him with his red beret and leather belt. Shaking my hand and thanking me he made to walk off the stage as had Tyler and Jarek before him. I called him back and explained that as a volunteer punisher his uniform was the beret and belt, nothing else was considered appropriate and he would have to surrender his clothing immediately or forfeit his place in the competition. He narrowed his eyes at me momentarily, said nothing before grinning mischievously and started to undress handing to me each item of clothing until he stood there naked in front of me. Only then did I give him permission to don his uniform and return to his seat in the audience. Looking down into the audience everyone was enjoying the spectacle except for the remaining nine contestants who were less than happy with what lay ahead but knowing they had no escape route without forfeiting their place in the competition. One by one they collected their new uniform and surrendered their clothing, surprisingly once on stage they acted with good grace and didn’t show any of their real feelings. When all twelve were dealt with I called them back up on stage and lined them up in a row facing the audience.

I then made my final speech of the evening “Gentleman, before you stand the final twelve contestants all vying for the six positions of volunteer punisher. For the next five evenings we will ask you to sit in this auditorium and watch the practical training sessions taking place next door. At the end of the evening we will ask you to vote for the contestant who you consider to be the least capable or willing. The training will be filmed totally live and you will be able to see and hear everything as it happens, there will be no faking or trick photography, what you see is what is happening.”

Then turning to the contestants I said “Let’s get the show on the road, we will now make our way next door and start the training.”

There was a short round of applause which subsided into whispering conversations as I led the twelve guys off the stage, down the aisle and through to the training room. Inside waiting for us were James, Max and George positioned behind the video cameras along with Richard who was preparing the shower area. I pointed to a spare couch and told them to remove their berets and belts and place them on the couch as they won’t be needed. Briefly glancing at the cameras they did as they were told before joining me in the shower area.

“Okay guys, tonight we are going to focus on personal hygiene both externally and internally. During the course of this evening Richard and I will be demonstrating the cleaning methods that are to be used on a daily basis when you are carrying out your role a volunteer punisher. Then following the demonstration ALL of you will undertake the cleaning methods, I don’t need to remind you that every move you make is being recorded and scrutinised by the audience next door and any reluctance may cost you dearly in this competition.” I told the men who were standing in a semi circle round me.

As I allowed this information to sink in I started to remove my prison uniform, folding it neatly and passing it to Richard who stood ready to take it from me. Finally I stood in just my boxer shorts, then smiling at the others I pulled them down and handed them to Richard too. I was now as naked as the rest of them.

“Firstly, and I’m sure you all know how to do this, I am going to show you how to wash thoroughly. There is nothing more important than personal hygiene especially as you will be virtually naked twenty four seven. Then afterwards I am going to show you how to clean yourself out internally too.” As I announced this I walked over to the shower unit and turned the shower on, adjusting the flow until it was an ambient temperature.

“Come closer because you all need to see this.”

The guys shuffled forward positioning themselves so that they could all see me properly. I then spent the next ten minutes showing how to soap up every part of my body including my crack, balls and under the foreskin. Then I demonstrated how to rinse the soap off again afterwards. By now Richard had joined the group with a small pot of Crisco in one hand and when I nodded in his direction he turned the shower off and prepared the douching tube for me.

“Right guys, now comes the fun part! I am going to wash all the shit and detritus out of my rectum so that should a cock need to find its way up my arse it won’t come out covered in the brown stuff. You can laugh if you want but I expect this to become part of your daily routine and I will be doing routine inspections of your rectums to make sure you are doing this a matter of course. Richard will explain what he is doing and what you need to remember when it comes round to your turn because you will be practising the method on each other.”

I glanced round the group to gauge their reaction to my announcement but with the cameras in close proximity they were careful to keep straight faces and merely nodded in the right places.

Having connected the douching tube to the shower Richard explained to the contestants that the water flowing through it must be just above a trickle and be around body temperature, too cold and it will cause cramping and too hot will burn. Then the tube needs to be greased up and so does the anus. With that he indicated that I was to join him facing away from the contestants, then, I was to bend over at the waist with my hands pulling my cheeks apart.

Out of the corner of one eye I could see a camera moving in for a close up and out of the other eye I could see the guys also moving in for a close up. Then with that I felt the familiar touch of Richard’s fingers greasing up my hole and gently inserting the douching tube. It was at that point I heard several gasps from the guys as they realised that this would be happening to them very shortly. In a strange way I was enjoying all this attention until I felt the pangs of a bloated rectum full of water and faeces. I was told to hold it as long as possible by Richard before being given permission to evacuate the contents down the nearby toilet. This process was repeated three times, after which Richard was satisfied I was fully cleaned out.

Standing up straight I thanked Richard for his assistance and asked who wanted to go first. As no one volunteered straight away I randomly selected Eduardo and asked him to take my place in the shower area and assume the same position that I had a few minutes ago. I knelt down behind him and savoured the view of his glowing white cheeks in contrast to his brown back and legs, as he pulled his cheeks apart his ring glistened pinkly and opened very slightly. I took the tub of Crisco from Richard, placed it on the floor before smearing a glob of it around his ring and just inside, when I was satisfied he was greased up sufficiently I took the douching tube, greased that up and inserted it into Eduardo’s rectum drawing a quiet groan from his lips. As water flowed into him I gently massaged his ever increasingly bloated stomach, explaining what I was doing all the while, then when he could take no more I pulled the tube out and let him sit down on the toilet to release the water. The force in which it flew out made us all laugh releasing some of the tension in the room. Then it was time for Eduardo to assume the position again and the process was repeated for another two times before the effluent ran clear from his backside.

Deciding it was best to take charge I didn’t ask for a volunteer, instead I selected Dinesh, Jarek and Gus in that order because I knew that they had to be familiar with the process as they could all accommodate fists and there was no way to be able to do this without being cleaned out first. Sure enough they took the cleaning out in their stride and were comfortable enough with it to crack a couple of jokes with the other guys while it was going on. Then it was Tony’s turn and he was the last of the easy ones, all the remaining guys had only ever had a finger up their bums!

That was about to change, starting with Sayeed, I had a score to settle with him and he was going to be a tough one to crack. But crack he did, having seen five guys before him being cleaned out with no difficulty pride would not let him back away from this challenge. So after I crooked a finger at him as Tony rejoined the crowd he assumed the required position and obediently spread his cheeks wide. Once again I was given the treat of seeing his tight pink anus nestling amongst the black hairs of his crack. Not giving him time to react I started to grease up his hole with a generous amount of Crisco, I took my time in doing so savouring the chance to get my fingers up his arse. Slowly but surely his resistance broke down and I was just able to insert two fingers into his virgin hole, after some more warming up and words of encouragement he was sufficiently relaxed to be able to comfortably accommodate the two fingers. Deciding he was loose enough I inserted the douching tube, I made sure that there was enough of the tube up there that he knew what it felt like to have a cock inside him. He was panting from the exertion and I could see that his face was flushed as well as his neck and shoulders. Reaching underneath him, I accidentally brushed against his genitals and was surprised to find that he was erect, considering his attitude during his post punishment meeting this was not the reaction I had been expecting. However I kept my thoughts to myself and concentrated on the task at hand which was to massage his expanding stomach. All too soon he was fully loaded with water and I allowed him to empty himself out into the toilet under the watchful gaze of the other guys and the cameras. As with the preceding guys I cleaned him out a further couple of times before releasing him for his ordeal.

Flick and Tyler were next and just like Sayeed were anal virgins so they took some breaking into! With Tyler he was definitely a crowd puller (possibly because of his reputation) and when the douching tube was pushed inside more than one guy clapped and whistled. Flick was a different matter, he was more concerned with image and once he realised that he wasn’t about to lose face he readily submitted to the anal intrusion. Of the four remaining guys Bert, Darren, Carl and Martin only Bert seemed to show any reluctance in being cleaned out and he deliberately hung back until last. From my point of view it was game up for him, he had been the only one of the twelve guys to show any hesitation or reluctance, but that would be for the audience outside to decide not me, management no longer had a say in the matter.

Finally some two hours after entering the training room all twelve contestants had been cleaned out, allowed to don their uniforms again and were standing up on stage waiting for the results of the voting. I had to give the contestants credit, they all walked back up the aisle with heads held high and when other inmates called out to them they waved back in response with grins on their faces. They gave no sign of any tension as they waited for the votes to be counted. After five minutes of waiting with baited breath Liam handed me an envelope, I opened it with great ceremony and read out the one word written on the paper within the envelope – Bert. There was deliberately no indication of the number of votes he had got, it was sufficient for him to know that he was no longer in the competition. After a short thank you speech by Bert he removed the beret and leather belt and handed it to me as he was required to do. He stood there expectantly waiting for his clothes to be returned. I informed him that all the contestants clothing had been confiscated as soon as the training session had commenced and was locked away within the Governor’s office for safekeeping. Unfortunately this meant he would not be able to gain access to his clothes until tomorrow morning when the offices were open again. In the meantime he would have to remain naked until then. Consider it a booby prize for being voted off I suggested with just a trace of a smile. There was nothing he could do except shrug his shoulders and leave the stage with as much dignity as he could muster to the applause of the audience. As he left the room I closed the meeting by confirming once again that the next round would take place at the same time tomorrow here in the chapel where things will be taken to the next level.

I didn’t get home until late that evening and as I sat eating my supper I realised that I would not have time this week to join Aaron and Jason for their Tuesday and Thursday runs. I sent them both a text message from my mobile informing them that for this week only due to work commitments I would not be able to join them in their runs but they were not to use that as an excuse to avoid doing it! Aaron replied within minutes saying that it wasn’t a problem and that he’ll see me at the leisure centre as normal at the weekend. Jason however didn’t respond until much later, in fact I was just about to turn my phone off when his message arrived. He said that it was okay with him but hoped that I wasn’t getting cold feet with him after the weekend. Stupid boy! I thought to myself, I was a little more tactful in my reply however. I assured him that there was no way I was getting cold feet and it was simply down to being on late shifts all this week. He then came back asking if he could stay over tomorrow night as Kirsty was still away? Not having the energy to argue I agreed to his request, if I’m honest I was just a little bit pleased with his eagerness to sleep with me again.


Dear diary, I’m going to skip the boring bits of today and jump straight to this evening’s training session in the chapel. It was slightly different tonight in the fact that Adrian was acting as compere in the auditorium whilst I and the contestants went straight to the training room next door and as before they removed their uniforms putting them to one side. As with last night James, Max and George were the camera men and Richard acted as shower assistant.

Standing in front of the eleven contestants I explained to them that the first task of the evening was to clean themselves inside and out. They were expected to do it without assistance as they had been shown how to do it the previous evening. No one made a move until they heard the creak of a video camera moving, this seemed to jolt them into action and this time Tyler took the lead and stepped up to the shower and made a great show of soaping himself up and then rinsing himself off. It was hard not to stand and gawp at him, as I’ve mentioned before he is pure beefcake, black as coal and hung like a horse. Then, not bothering to dry himself he bent over spreading his legs a little and greased up his little puckered hole. Next he took the douching tube, adjusted the flow of water through it and the temperature before carefully sliding the tube deep inside him. He remained in that position until he felt enough water had flowed inside before removing the tube and squatting over the toilet. On my instruction he hovered over the seat so that I (and the cameras) could see the colour of the effluent. Naturally on the first clear out it came out brown but by the third clearout it was clear.

Not wanting to be out done Flick announced that he would go next. As he showered I could not help but watch his dragon tattoos move as his washed himself, they were quality tattoo s and seemed to have a life of their own. Before long he was cleaned out and it was then the turn of Gus, then Carl and so on until all eleven guys were done.

While the last few guys were busy cleaning themselves out I went to the metal cabinet and retrieved eleven dildos of average cock size along with five tubs of Crisco and placed them all on a nearby couch ready for the next stage of their training. Calling them over I told them that as adult males we knew that they had experience in the art of fucking in an active capacity, however in the role of volunteer punisher they may be required to participate in man to man sex in a passive capacity. The purpose of the next exercise is to introduce their anus and rectum to having an object i.e. a cock up inside them, and as a responsible organisation it is safer to do it this way than to allow them to be fucked by another inmate without having any prior experience. As I was talking I looked round the group I could see a couple of faces looking worried, one was Sayeed (no surprise there!) and the other was Martin. I mentally made a note of this to ensure they got special attention from me.

I then went on to say that I recognised that some guys had already got experience of having cocks up them and if they didn’t mind they would take the bottom role to start off with so the others could be taught the correct technique for inserting the dildos. There were no objections and I didn’t expect any given the nature of the competition so I asked Eduardo, Dinesh, Jarek, Tony and Gus to get down on all fours on the floor facing away from us with their heads on their hands. This had the effect of raising their bums in the air and exposing their holes to us, what a sight indeed, five puckered holes waiting to be stuffed. Next I instructed Flick, Tyler, Darren, Carl and Martin to collect a dildo each and a tub of Crisco and then kneel down behind a hole of their choosing. Sayeed asked me why he had not been included, I explained that I already knew that he was experienced in stuffing holes and that I wouldn’t insult his intelligence by getting him to do this exercise. His pride was intact with this assurance and he nodded his understanding. Walking over to the group I told them to liberally grease up the holes in front of them all round the outside of the ring and then to take another glob of grease and push it inside the anus with two fingers and smear it all around as much as possible. Next they were to grease up the dildo and place the head of it at the entrance, tell the recipient to breathe deeply and relax before very slowly and gently pushing the dildo inside. Keep pushing until the dildo is fully inserted up to the silicone balls, place your hand on the base of the dildo to keep it in position and let it sit there for a couple of minutes before slowly pulling it back out. I told them to leave just the head inside and then push it back in again, then, with the other hand they were to reach between the recipients legs and take hold of the cock. Next while they slowly fuck the bottom they are to stroke the cock and wank off the recipient until he cums, only then can the dildo be removed. I asked them if they understood the instructions, I simply got nods of agreement as the five guys were concentrating on the tasks at hand. It was reminiscent of a porn film watching the five guys in a row being fucked with the dildos and wanked off. After about five minutes I heard Tony grunting and then the distinctive splat of jism hitting the tiled floor, I told Darren to remove the dildo and clean Tony’s hole up using the tissue I handed to him. Watching Darren do so I noted that Tony’s hole closed up quite quickly indicating that he obviously doesn’t get that much bottom action inside! A couple of minutes later Eduardo came, followed by Gus, Dinesh and finally Jarek. However their holes were slower to close up (as I expected) because they saw more action and were capable of taking larger objects. Whilst their holes remained open I pointed out to the “tops” that this was a good sign and indicated that the bottoms were completely relaxed. Now that they were all cleaned up I announced that it was time to swap!

The “tops” were a little hesitant in kneeling on the floor but after words of encouragement from the “bottoms” they did indeed swap positions. Eduardo now knelt behind Tyler, Dinesh behind Carl, Jarek behind Flick, Gus behind Martin and Tony behind Darren. I told Sayeed it was now time for him to join the other “bottoms” and that I would be taking care of him today. He threw me a quirky smile in response before assuming the same position as the others. I asked the new “tops” if they had any questions and reminded them to take extra care with their “bottoms” as they were relatively virginal, all shook their heads before starting to grease up the waiting holes. Confident that they knew what they were doing I focused on Sayeed’s hole before me. Following my own instructions I greased up his hole and pushed two fingers inside, he reflexively gripped my fingers before relaxing again. I then replaced my fingers with the dildo and as the head pushed up inside him I am sure that I heard him sigh. I let him get adjusted to the intrusion before sliding the rest of the dildo up his rectum. As I started to fuck him with the dildo I reached between his legs to find that he was already erect and his cock was throbbing. It didn’t take many strokes of the dildo to bring him to a growling climax and a large puddle of jism lay on the floor beneath him. I removed the dildo, wiped him clean and congratulated him on doing so well. He looked over his shoulder and smiled weakly.

Let me preface this by pointing out that it is simply a fantasy of mine in written form. Though I really wish I could find a Dom where this would be capable. I know that it is all highly improbable…but incredibly hot.


I left that morning for work under the impression that tonight would be just a simple night of dinner to celebrate our one year since Master first collared me. It had been a month since master had had sex with me, he had used toys on me for that month, never letting him pleasure him. Then in the week before today we stopped completely, I was not allowed to even touch myself. Master said this was in preparation for our anniversary, but still I was a bit cranky. However about mid-day, Master texted me to come home early, saying he had a present waiting for me….or rather, several. In my excitement I rushed home, my panties were soaked when I pulled into the driveway. I unlocked the door and was immediately blindfolded, I can’t say I was not expecting this, Master always blindfolded me for surprises. I was being led to the bedroom, I knew that much.

Master gently undressed me, kissing my shoulder once or twice, sliding his large hands firmly over my curves. It was a slow, sensual thing, all designed to tease and arouse, which it did, I wanted master and now. When I stood naked, he left me without his touch for a moment then I felt the cool kiss of metal around my neck as an unfamiliar collar clicked into place. I moved to reach up and touch it but felt my leather cuffs encircle my wrists and were buckled together.

“A present for you pet, the first. It is a new collar.” His gruff, yet, warm voice whispering in to my ear. I was grateful yes, but I loved the familiarity and sentimental feel of the unifying collar. He led me into the bathroom and pulled my blindfold off, allowing myself to admire my new collar in the mirror. It was a platinum collar, a simple yet shiny thing, reflecting every image around it. Just a single loop around my neck about an inch thick fasted with a small black lock with Master’s initials engraved on it. He smiled behind me in the mirror. Master was pleased at how it looked upon me. “You are beautiful my pet.” I have to say Master was right. “Now…clean yourself up and meet me back in the dungeon.” With that he left me. I did a good clean-out enema and showered, applying the mint body oil that master loved. Finally with nervous excitement I stepped into the hall.

I heard voices, low and masculine. There were several of them I could tell. Master did not inform me we were having guests, which unsettled me some, I would have liked to have been a good host. I stepped into the doorway to our large dungeon, it was more than just several, there must have been about four dozen men! I recognized many of them as other Doms and friends of Master but there were a few new faces to me. I looked for my master in confusion as he strode up to me, his handsome form only obscured by the black silk boxers I had given him for his birthday a few weeks prior.

“Here is another part of your present my pet…” He said with a slightly devious grin that made me somewhat quiver in anticipation. I felt the lips of my sex moisten at the thought of just what he had planned. “Gentlemen…You may now start undressing, my pet here will pleasure each and everyone of you with her lovely mouth, I assure you, it is a delightful treat. But remember, do not cum, you must tell her if you are close so she may stop. We need all that for later.” He said with a chuckle. The men around me seemed to know what Master was planning. I was in shock. Today was the one year anniversary of my commitment to master and he….wanted to share me? He wanted to give me to others? The look of horror must have shown on my face because Master stepped in my line of vision, setting a hand on my cheek in comfort. “Do not worry my pet, this is merely the preparation, they have been told that they are not allowed to touch any other part of you. I will be here the whole time to keep you safe. ” His words calmed me slightly as I looked to the men behind him, if this was what master wanted, I would do it. The men filed in a line around me, now naked. They had all started to stroke themselves as I knelt in the center of the room. From this level I noticed something fairly common among all these men, their testicles were all larger than an average pair. It struck me as odd but I shook my head and set to the order at hand.

With my hands bound behind my back I began sucking off every man in the room. I counted, there were fifty. Why so many I was not sure, but as I sucked them, they all moaned in pleasure, telling my master what a good little slave I was. Every time I heard it I felt a strange sense of pride from that. Master had taught me well, and by them complimenting my master and his training I felt so proud to be his and his alone. What seemed like hours later when the last cock had slipped from my lips, Master lead me to a low platform.

He unbound my cuffs from behind my back and clipped them down in front of me then snapped my ankles into the spreader bar attached to the platform. I was on my hands and knees now and more curious than ever. From behind me I felt master’s finger rub my ass cheeks slowly. His touch was to soothe me I knew. The next sensation was one of his fingers, lubed and pushing its way up my asshole. I bit my lip in the attempt not to moan from it as he wriggled it around. Suddenly his finger was gone. I whimpered softly and was met with something else now slipping past my rosebud. It was enema tubing, though it was slightly wider than the normal tubing. I was very curious now. After feeding the tubing up to it’s proper place he stepped in front of me. Settled on a table before my eyes was a clear plastic tub, it was marked in quarts. Total, it was a gallon, already the bucket was half full with a thick whitish liquid which I knew to be semen by the smell that invaded my nose. The tube that ran from my ass was connected to that bucket.

My body shivered with the realization that dawned on me. My master was going to give me a giant cum enema. My pussy immediately became soaked now at the thought of all of that in me. Master looked to the men around, still stroking their cocks.

“Now, men, It’s time to finish filling the bucket.” The first group of men came to stand around the bucket, jerking their cocks wildly, as they all stared at me, no doubt pretending their meat was stuffed in my tight cunt. The first finally erupted and to my surprise it was a lot, the stream shooted thick rope after rope of cum for several minutes. The normal amount was what two tablespoons? This man had to have came two cups! My eyes were wide at that when I noticed the second and third men doing just the same! My master saw my expression and came over to explain.

“You see my pet, I have been thinking about your little fantasies. You have said that you have always wanted a cum enema, you have always said you wanted a huge enema, and you have always said you wanted to be pregnant. I am going to oblige your kinky little dreams tonight because you have come so far and been such a good pet to me in this past year.” He cupped my chin as he continued. “All of these gentlemen have been so gracious as to help in this endeavor. All have been taking supplements to improve their semen production, that is why their balls are so large. All for you.” My eyes wandered down to my master’s boxer clad hardness. He caught my eyes. “Yes my pet. Even I.” I blushed.

About an hour later, the last man had emptied his impressive load into the bucket which was close to overflowing. Master smiled at me before unclamping the hose, and with surprising speed the cum flooded my bowels. It was pleasantly warm as it rushed into me. The first quarts were no issue. The third had caused my breathing to turn to panting and a sheen of sweat appeared on my brow. The fourth pushed it’s way into my bowels much slower, my stomach distended, I whimpered, but my master urged me on. The last of it emptied and I looked at least seven months pregnant, a gallon was a lot for my petite form to take. Panting, with sweat dripping from my brow and breasts, I felt the men all staring at me, their eyes taking me in like a bound work of art.

“Very good my pet, you look beautiful, now one more present.” I shuddered as I felt My Master’s hand trace over the swell of my ass cheeks, gripping them and kneading them for a moment. Slowly he pulled the tubing out which forced me to clench my straining asshole shut for fear of leaking a single, heavenly drop. Master drops his boxers finally and steps to my front, his already large cock further displayed by the heavy, swollen balls hanging from beneath it, he pushes it into my lips, I comply willingly, beginning to suck. He does not let me go long before he moves behind me and I feel his thick, cut top at my sphincter, pressing for entrance. He feels my resistance.

“Don’t worry my pet, I will plug you up, let me in.” He orders, and for the briefest second, I let go and master forces his thick cock inside me all the way up to his balls. I am stopped in shock and shudder. My pussy by now is utterly quivering, left alone and wanting to be filled as much as my ass is now, I suspect on purpose. Master starts thrusting into me, slow at first, allowing me to adjust. Then he picks up the past to fast, savage thrusts, the way I love to be fucked, hard and rough. My stomach gurgles and sways uncomfortably by the movement but my senses are still in ecstasy. Finally my master takes one last violent thrust into my cum-filled asshole and stays balls-deep. I feel his thick cock swell wider, stretching me slightly more for a moment, I feel his sticky hot cum join the rest in surging through me. I moan softly, I am so close to coming without even touching myself but my mind is jerked back when he begins to pull out.

Readily however, master has toys. He has brought out the big anal vibrating anal beads and pops one in at a time on my sphincter then turns the cord on.

“And to make sure there are no leaks…” He says, holding up the inflatable anal plug. He inserts the plug into my already stuffed ass and inflates it. Master buckets my wrists and ankles and helps my shaking form into an upright position. He walks me to the mirror in the corner to admire my new form. My stomach is wildly distended, I look so very pregnant. I run a hand over my belly and smile weakly. “Now, my pet. We go to dinner. ” I reached back to unplug myself, but he caught my hand. “No…you stay like that.” My head snapped to my master, who was grinning. I knew something mean had to be coming. How I was I going to eat with my stomach so full of cum? I could barely walk! But the man new that I was strong and he was determined to make everything difficult for me.

“In our room, there is an outfit. Run along and get changed.” With carefully hidden frustration I nodded, forced to waddle to our room, my huge belly in the way. Laid out on the bed was a lovely black gown, clearly made for maternity but with the way I looked it was for the best. He also had set out stockings, a garter belt, panties and heels. Oh my master was cruel indeed. How did he think I could possibly pull these things on? A half hour later with much cursing, huffing, and struggling I was in the outfit. My hair done, my make up perfect. I stepped into the living room to find him waiting in a flattering new suit.

“You look wonderful my pet.” He commented, looking me up and down. “One thing is missing however…” I frowned. What could I have possibly forgotten? Master pulled something from his coat pocket and held it up. A small vibrator. He was determined to make me embarrass myself in public. He slipped the thing into my soaked snatch. It was the first thing that had been in my cunt in a week so of course I moaned. He had the remote tucked in his pocket and pressed on, I almost came right there, my knees buckled slightly. He led me to the car and we left for dinner.

A few hours later, we returned, I was now feeling overly stuffed, more so than before. Now I had one small vibrator, a large set of anal beads, an inflatable butt plug, one gallon of cum, a rather sizable portion of chicken fettuccine and two-no- three glasses of water in me (we both agreed wine would be inappropriate with the way I looked). My master had got his amusement out by bringing me close to the edge several times on the way to the restaurant, and watching me squirm during our dinner. His biggest amusement seemed to come from the waitress asking how far along I was and if I was expecting a boy or girl. Master of course answered with glee I might add that I was due in two months and would be expecting a boy.

Once in the house I started towards the bathroom, wanting nothing more than to rid myself of the cum in my bowels. Master stopped me of course and ordered my undress. Which I did. He pulled the vibrator from my cunt and had me on my back on the bed while he dipped his head between my thighs and slowly lapped up my juices. This elicited moans from me of course. Finally he pulled away and with burning eyes, staring down at me, spoke.

“Now my pet. I will satisfy the last of your needs. I want to give you everything.” He said, kneeling on the bed, lining his thick cock head with my cunt. The head pressed against my opening, though my normally tight pussy was even more so with my cum enema and toys filling my body. He grunted and instantly shoved his entire length in. I moaned, my sex stretched around his girth, my back arched involuntarily against the complete fullness I now felt. Master pulled back then shoved himself back in again. Over and over I was tormented happily with his rough, hard thrusts, savagely knifing between my wet lips into my canal. He fucked me and hard. All the while I was in ecstasy. He leaned down, sweaty, panting and still thrusting. “Now Pet, cum, cum with me.” And in that instant, my body stiffened up. My muscles tightened around his throbbing cock. I came the hardest I ever had in my life, feeling his thick spunk shoot up into me.

After we came down from our orgasms, he pulled out of me, aiding me to the bathroom where I could finally expel all of the cum from my ass. We showered, all the while he was sweet, and then he helped my exhausted form to bed.

“Pet?” He asked of my drowsy form.

“Yes Master.”

“I do mean it about the last of your needs.”

“Master…I came…very hard.”

“Pet…I know you want a baby.” My eyes cracked open to look at him. He was serious. “I would like that very much as well.” A slow smile slid across my lips. It had been one year since I had been collared to Master, one year since I had committed to him and he to I. What a glorious one year it had been.

Maybe half a quart of soapy water has emptied into my husband’s rectum when I adjust the valve to stop the water. I sit next to my husband’s head and remove the headphones that have kept him for hearing anything over the last hour and a half. I rub his stomach in a circular motion to help him take the enema.

“I know you are scared. Right now you are getting an enema. It’s going to be dreadfully uncomfortable.” I take a deep ragged breath as I keep rubbing his belly. “You could be in prison right now. When I have this baby, you could have been locked up. You could meet our child for the first time through a plate glass window. You could be raped again, repeatedly. This time you might not be so lucky and you could get a disease. You think you were in control of the situation.

You weren’t. Today is about remembering what’s its like to have no control over what happens to you. Today you have no control over your body. No control over what happens to it in anyway; not even any control over what happens to your bowels. I’m going to take the gag out, but I want you to be as quiet at possible. If you follow directions during this it will get easier for you.”

I pull out the gag, and Jase sputters for a moment. The enema bag is only about a foot higher than Jase’s anus, and its set to flow slowly. Jase is already shivering. I’ve turned the heat down to sixty-five and only heated the water to ninety-five. Cooler water causes more cramps, which is my goal. I stop anytime Jase seems truly distressed and rub his belly before I start up again, so it takes almost fifteen minutes before I get another quart into him. This time his distress doesn’t stop. I tell him I’m going to take out the tube and roll him over on his back, but that he has to retain the enema for ten minutes. I rub his stomach the whole time, but my tough husband is mewling like a kitten. He is openly crying out when the timer goes off and I help him to his feet. I walk him out of the room, take off the blindfold, and then let him into the bathroom. The door stays open and I hear his cries.

“Maggie?” Jase calls out almost ten minutes later, desperation in his voice. When I walk into the bathroom my husband is standing over the toilet. “I can’t wipe with my hands in cuffs.” I notice he’s still shaking; I read chills are a side effect of enemas.

“I know,” I say. “Lean over the toilet.”

“Maggie, no, please, no,” he says, and I think he’s going to cry, but when I don’t respond he does it.

I set some old rags in warm water in the bathtub. I don’t want Jase’s anus to get overly inflamed yet, and I know the warm rag will feel better than toilet paper. I clean my husband’s ass and lead him back to the bedroom. “You did pretty well, so you can lay on the day bed. Lay on your left side, facing the wall.”

Jase almost looks grateful as he lays down. I cover him up with an electric blanket I’d already warmed up and hold up a straw so he can drink some sports drink. “Thank you, Maggie,” he says as he snuggles his face against my hand. I leave.

I can tell he’s half asleep when I return and sit in a chair by his ass and carefully fold the blanket back. Jase turns back and sees me hang the enema bag on a nearby shelf. This time, it’s about two feet above his anus. “No Maggie, please! Not another one!”

“You’ll have as many as I think you need,” I say in return. “I can make you comfortable or not.” Jase turns his head back towards the wall. More silent tears. I still haven’t broken him. I want a quivering mess. I arrange his legs like I want them and then insert a Vaseline coated finger into him, coating his insides carefully. The tube is already coated. This time the water is flowing faster, and I rock Jase’s hip back and forth to help him take the enema. I only stop when the distress is severe, so in ten minutes he’s taken all two quarts. I keep rubbing his stomach, but he just barely makes it to the toilet at the end of ten minutes. This time he just calls me when he’s done and already has his ass in the air for me to clean.

The third enema is just like the second. The fourth is designed to be a killer. Jase is going to take four quarts. When he comes back from the third enema two bags are hanging from a higher shelf. This is just a saline enema, but it’s going to be faster and much harder to take. He pales but lays on the bed in position and accepts the comforts I offer him. I let him rest for fifteen minutes before I’m back with my Vaselined finger. The water flows fast and hard, and even rubbing his belly and back throughout doesn’t ease his obvious distress. Jase is fighting to maintain any sense of control. I wish he’d just let go. His stomach is so distended he looks like he’s in his third trimester of pregnancy. He pulls his legs up when I roll him onto his back but nothing helps the horrible cramps caused by four quarts of water.

I reach down and gently rub his penis back and forth. Jase fights to retain some composure.

“Maggie please, please, please, Maggie, please,” he blubbers. I don’t relent. He’s in the bathroom for almost an hour this time. When he’s done expelling, I clean him up one last time and lead him back to the bed.

“You did really well. No more enemas. But you need to rest,” I told him as I held the drink for him to sip. “I want you to lay on your left side again, and try to sleep a little.” He nodded, obviously worn out. As soon as he was laying down and covered with the warm blanket to stop his shivering I replaced the blindfold and the headphones.

“Please, not the gag!” he begged as I put the blindfold.

“No, we are done with that. You just rest.”

Jase was so soundly asleep when I checked on him thirty minutes later he didn’t even stir when I attached his feet to restraints at the foot of the bed and attached the handcuffs to another set. I didn’t want him rolling around. He did wake when I lifted the blanket and spread his cheeks. His anus looked a little inflamed, but was quickly closing back to its normal size. Excellent.

“Maggie? Maggie?” Jase cried desperately. I rubbed his hip for an answer, and cleaned him again with a warm towel, then rubbed more Vaseline around his anus. Then I covered him back up and kissed his forehead. He settled back down and was soon asleep again. We repeated this routine again, but this time Jase was calm, as though he had accepted I was simply caring for him.

That’s what made the third time so shocking. Jase had now spent hours either wearing a blindfold or in very dark rooms. I turned every light in the house on. I also turned on very loud music, the complete opposite of the quiet of the house earlier, or even the white noise Jase had been listening to. Now I ripped the blanket off of Jase and dragged him to his feet. Before he could come to terms, I also ripped off the blindfold and headphones and led him downstairs by the handcuffs.

Jase was still half-asleep and the assault on his senses completely discombobulated him. I don’t think he even realized we were standing at the on opposite sides of the dining room table. I reached forward quickly and grabbed the handcuffs, attaching them to another restraint so that Jase was stretched across the table. Quickly I moved back to his side and secured his legs to the legs of the table. He was spread-eagled and immobilized. I opened his ass cheeks and anus was completely closed. Perfect.

The tray I put down in front of Jase was a wedding present, a very pretty silver tray. The crystal bowl was also a present, and also pretty.

It was the contents of the bowl that made Jase start to scream and attempt to escape.

Anastasia face was flushed, beads of sweat clung to her face, neck and chest that was heaving in and out, stretching her sports bra slightly and accentuating her breasts even further than the tight Lycra would normally. She had just finished a thorough workout in her home gym that her husband had kindly set up for her.

The floor of the gym was covered in a hard rubber coating to prevent the exercise benches and treadmill from rocking or sliding on the surface. In addition it was almost completely black, with the exception of a small red circle just big enough for a person to stand in. Anastasia caught her breath and verified once more that she had completed the last circuit of her exercise routine before walking briskly over to the circle.

Once there she began to remove her shoes, shorts, sports bra, and lastly a thong that matched the outfit. Standing naked she put the clothes in a hamper nearby and stood in the circle. In front of her was an intercom. With a single finger she pressed the button firmly down.

“I’m done with my workout sir,” she said

At this point she was to wait for instructions, patiently, and only if none came for over thirty minutes was she to repeat the action. Shortly a voice came through the small box

“Good. Today is cleaning day, and since you’ll be leaving for so long I need to impress upon you the message that you are to follow instructions. First, go and fetch the…”

She listened patiently to instructions given by her Husband and when he had finished she quickly toweled off her brown Hispanic skin and walked upstairs to the guest bathroom. Inside she reached under the sink to find a small box, as well as a rectangular plastic container. After grabbing an old hand towel and a few regular ones, which she threw into the plastic container, she picked it all up and headed off to the bedroom.

Her husband was waiting, and stood watching as she walked in and laid out the towels on the floor as well as the plastic container in the middle of them. She handed him the small box which said “Combination Douche, Enema & Water Bottle System” on the side. He continued to watch as she walked back to the plastic container and kneeled down with her legs on either side of it before retreating to her elbows and knees.

It wasn’t the first time he had given her an enema but she still felt the same hesitation that she always felt presenting her body to be flushed out. She really didn’t like for him to hear her when she went to the bathroom, or even be around for that matter. It was her privet time, and if he was going to be sexy she felt she should be clean and privet to prepare. That said she felt the tingle of arousal as she mounted the overflow tub under his watchful eye.

Her black hair fanned out on her back and her hips lay wide, exposing her dark brown hole between her large ass cheeks. Below this was her pussy, which was recently waxed smooth.

Anastasia had for some time struggled with her weight, although not a woman of large proportions she had not been happy with her own body image and more than once had tried to diet unsuccessfully. After one of these attempts went south, she had asked her husband for his help…

So it was because if this that Anastasia had gone for the last six months to get her pussy and ass waxed by a professional. Her husband had insisted that the best way for him to help was for her to hand over control of her body as much as possible, and so far it had worked. She retained her usual routine and habits outside of the house, but when it came time to eat, he was to be told everything that went into her body. Similarly he was to get to choose what type of exercises and how often they where to be done. Having the equipment installed in the house simplified this process, as he could monitor her. And it acted as an act of commitment on her part since she was told she should pay for it with money from her job.

Throughout the house a small red circle of rug or other material was placed in rooms like the kitchen and bedroom. When instructed she would stand in the circle until told to do otherwise, and when that was finished return to the circle. Often times she was told to walk around the house and follow instructions naked so that she would remember her goal of looking better.

All of this had made Anastasia much more successful at her weight loss goals, after only six months she had lost 20 lbs. and was happy with her own progress in the gym. But she had on occasion strayed, leading to harsh punishments from her husband. He had resorted to a number of different tactics: spanking, leaving her tied to the bed for hours on end to think about what she’s done, but by far the most effective was ones that tested her comfort zone.

Enema’s where one of those.

He walked back into the bedroom holding the enema bag swollen with water. Laying it aside he reached for a container of Vaseline on the dresser and applied a heavy dab to his finger, which he in turn gently rubbed around the edge of her anus before rubbing a small amount on the center of the hole.

In an authoritative voice he said to her, “As you should know, I’m doing this to remind you what type of punishments await you if you’re bad again. You haven’t been lately, but as you’re about to be gone on that trip for work you might be tempted to stray because you don’t think I’ll know.”

“Yes sir,” she replied demurely

He continued on. refusing to acknowledge that she had spoken, “I will find out, and when I do you might not be as gentle as I will be this time. I only filled the bag a quarter of the way.”

She felt extremely aroused as he applied the petroleum jelly to her ass and had tried her best to feel like it was a punishment as that was clearly what this was supposed to be. But she couldn’t help looking forward to what was about to happen. A side effect of her new lack of control of her own body was that she had had very little time for masturbation. Between exercise and making sure that her food diary was current she barely had time for anything else.

Behind her she felt the thin nozzle of the enema hose press at her tight outer hole, she relaxed her anus, allowing it to slide in gently with the assistance of the lube. Before long she felt the first surge of water and heard to slight bubble sound as the bag was hung upside-down on a nearby hook against the wall. The water flowed out of the bag and into her lower intestine at what seemed like an extremely fast rate, she raised her ass higher, allowing the water to flow deeper into her body and stall the inevitable cramping. Small droplets of water flowed from her ass down to her clit and dripped into the plastic bin as she fought off the first cramp that threatened to have her suffer an even worse punishment at the hands of her husband.

As the last wave of pain of holding it in subsided he leaned over and spoke to her, “Don’t let me see you releasing any of that water just yet, that tub is there just as a precaution and I want to have some fun before you get to go anywhere.”

She could hear the smile in his voice as he gently removed the now empty nozzle from her ass. After the last bits of water fell into the tub he pulled it out from between her legs and positioned himself behind her.

“Spread wider Honey,” he said.

She did so carefully so as not to release her tight ass.

His pre lubed cock rested gently at the entrance to her pussy, playing in and out of it a little bit at a time. She gasped slightly at the welcome intrusion into her lips, savoring the distraction from the water insider her. As his thick cock slowly worked it’s way to the depths of her pussy she felt him begin to rock and fuck her slowly, causing his balls to slap against her exposed and rapidly swelling clit.

After only a short while she felt an orgasm building, she pushed her body up to hands and knees so that she could better push against his cock and feel his balls between her legs. The urgency of the need to go to the bathroom only pushed her to orgasm more quickly, and soon she found herself torn between the lovely release of her pussy, flexing against her husbands cock following her climax, and the distraction of making sure she didn’t release her bowels too early.

After she came the need to go seemed to increase tenfold and she was at least slightly thankful when her husband pulled out and replaced the plastic bin between her legs.

“Sit up. Now,” he ordered.

rising to her knees only further straightened out her body, adding gravity to the list of things that made her need urgent.

“Suck my cock.”

Obediently she began to devour his cock, in hopes that doing so would allow her to go sooner. She could smell her own pussy on his cock as she used every trick and methoud of fellatio she knew as fast as possible.

Unfortunately she still couldn’t repress herself, and the sound of a small jet of water hitting the bin got her husbands attention.

“Stand up. Go sit on the toilet,” he barked.

She would have sighed with relief had she had time to do so in the brief moment between leaving the kneeling position and quickly making her way to the toilet. What she didn’t expect was that he was following her. Once she sat down he again told her to suck his cock. By this time Anastasia had regained some composure and assumed that he would just wanted her to finish him off in a safer location in case of failure.

“I don’t hear you releasing the water,” He said sternly

Horrified at the idea she reluctantly continued to suck his cock while releasing small amounts of water at a time.

“More, I want it all out.”

The flow increased into the toilet, as did the veracity of her blowjob. Small moans of embarrassment and relief escaped her mouth while doing so. But no matter what she did she couldn’t seem to finish him off before she reached the most embarrassing part as some solid waste left her, although he seemed unfazed by this and just insisted she continue if she paused briefly.

“All done?”

Mercifully she had finished, and nodded yes up at him.

“Clean up then, don’t flush the toilet and turn around.”

With more reluctance than she had shown in the past month to any of his orders, she wiped her bottom thoroughly and got up. She turned around.

“Place your hands on the wall over the toilet.”

Again she did so

He was behind her again, already positioning his cock directly at her now very clean anus. Anastasia wasn’t ready for it so she did her best to relax her gateway to his member that was already pushing past the first tight ring. She at least knew with certainty that she was clean, and pushed outward to offer a better angle to the intruding cock.

It wasn’t long before he was buried deep in her tight ass, her cheeks bouncing nicely against his hips each time the hilt of his cock met her hole. She was at this point completely unsure weather she was in pleasure or pain. As he rammed her ass she pushed back each time he went in, begging it to be deeper insider her and yet again enjoying the rhythmic bounce of his balls against her clit.

But she needed more control than the balls could provide, and reached between her legs with one free hand that wasn’t pushing against the wall to rub her wet pussy. Her body shook slightly as she came; flexing her anus uncontrollably, and in turn making her husband begin to pump his warm cum into her ass.

Exhausted by the events, she stood in place waiting to be told what to do.

Her husband spoke as he left her panting in the bathroom, “Take a shower, and start packing your bags. Remember, if you break the rules while your gone I won’t be this lenient again.”

With a slight tremble she nodded and went to shower, feeling at that moment the most subservient she ever had.

This is a fantasy of mine. Yes, I know it may seem strange to some people, but for those who are into such things I hope it’ll be a turn-on. It involves male-on-male, group sex, and forced sex. If you’re not a fan of those things, please don’t continue reading this story. It’s not meant to be a great work of prose, just a fantasy.

As a young, always horny, male I’ve been interested in anal sex for literally as long as I can remember. Even as a young boy I was always interested in asses, male or female, big or little, flat or round. It didn’t matter, if it was an ass I wanted to kiss it and lick it and play with it, and eventually, fuck it. The thought of my cock squeezing in-between two butt cheeks and gliding into that tiny, puckered little hole was too much! I even started exploring my own little puckered love hole and started to have others explore it as I got into my late-teens. If I couldn’t fuck into an asshole I wanted someone to fuck into my asshole. I’ve had a variety of ass-fuck partners over the years; from small, fat cocks that really stretched me out to super long, even freakishly-long cocks that have snaked so far up into me that I was sure they’d do some damage as they pounded and pounded into me and “hit bottom” over and over again. I’ve been gang-raped quite a few times; sometimes I even start things going by teasing drunken guys at a party and by not wearing underwear. And once, I wore panties and made sure I bent over enough times that they showed under my loose gym shorts. Those guys didn’t even pull my shorts off; they just pulled them to one side and took turns fucking and cumming into my abused asshole. I loved it!

I have no idea how this fetish started. I wasn’t abused or molested as a child. We had a great family life and I had regular friends and did well in school. I haven’t got a clue why I turned into such an assman but it has served me well over the years.

I’ve been fucked so much, so hard, and so deep and been stretched out by so many huge, fat, long cocks, and even two cocks at once fucking into my hole. And, because I’ve had so much cum and piss shot into my ass and had so many enemas, either by myself or forced enemas in a shower room full of horny guys, I wanted to see if there was any damage in there so I scheduled a colonoscopy. Since I’m not even 30 yet, let alone 50, my insurance wouldn’t cover it so I had to pay for it myself; but I wanted to make sure things were still fine in my tight little love hole. Well, it turned out that not only are my ass and colon both in perfect shape, but the doctor and his assistant both raped my asshole after the exam!

As I lay half-groggy on my left side on that exam table after having that hose thing snaked way up inside my colon, I heard the door to the exam room being locked and I felt my robe opening up all the way so I was totally naked from behind. The next thing I knew, I felt a cock sliding in and out of my tight little asshole! My hole was already lubricated from the procedure so the doctor’s cock slipped right up my clean little hole. I knew the doctor had something planned for me up by the way he talked to me before the exam. I remember his shaved head and goatee and the way he asked me questions. Some of them seemed to be pretty personal, like if I’ve ever had anal sex or ever had anything inserted in my anus, or ever had an enema. The twinkle in his eye was enough to make me wonder what he had in mind, especially when my answers were all, “yes”. I was to put a loose robe on with the back exposed and another robe on the front to cover up my exposed back, and to keep my shoes and socks on, just until I got to the exam room when the outer robe came off and I got on the table and laid on my left side and the drug started making me drowsy almost immediately. I would have rather been fully aware of the gang rape that I was the subject of because I’m sure I would have enjoyed it more. But, I’m guessing it was more exciting for the doctor and his assistant to have me fading in and out as they used me as their sex toy.

As he fucked into my ass, the doctor’s hands were running all over my naked back, hips, and butt cheeks. I could feel my right butt cheek being pulled far apart, almost like he was trying to really spread them as far apart as he could and really trying to get his cock as far up my hole as he could. His finger was poking into my asshole next to his pumping cock and it was circling my puckered hole as he fucked into me with all his might. He was tightly holding onto me as he stood on the floor with my ass hanging off the edge of the exam table at the perfect height for his cock to do its own personal examination of my colon! His dick slid in and out of my freshly-cleaned and examined little poop hole for a few minutes before he finally unloaded his fresh, hot, doctor cum up inside of it, messing up my formerly-whistle-clean colon!

Just as the dirty doctor plopped his softening cock out of my asshole, causing some of his cum to leak out of my freshly-fucked hole, the young assistant changed places with him. He looked like he was barely 18 years old but he was much faster, harder, and rougher than the doctor was and it seemed like he was surprised that they were doing such a thing to a patient. His cock was much longer than the doctor’s cock was, and even though I was groggy from the drugs I could feel every inch of that thing as it snaked its way up my rectum. He fucked into my ass much harder than the doctor did as he stood there pumping with my ass hanging over the edge of the exam table. His balls were slapping against my bottom, left, cheek as he slam-fucked into my poor little hole like he really meant to punish me and I deserved to be fucked hard! Then, after a few minutes of hammering into me he put one knee up on the exam table and rolled me over so I was on my stomach. My robe was totally open in the back and I was totally naked and half asleep and couldn’t do anything but lay there and be used and abused by these two dirty guys.

He then he got up there on the exam table with me and laid on my naked back, straddling my ass cheeks. He grabbed onto my naked hips and he started hammering in and out of my poor little poop hole, almost like he was punishing me for something. His long cock was slithering way up my colon almost like the scope they just took out of it! He was really slamming into me hard, maybe because of the excitement of it or the fact that he had just seen that my young ass was healthy and clean and could take it. He was really getting a kick out of raping my asshole, putting his fingers in at the same time, really stretching me out. My poor little poop hole probably wasn’t as tight as it was five minutes ago before the doctor just stretched it out and it surely wasn’t as tight as it was when I walked in there that morning after those two had their way with me on that exam table.

The assistant kept hammering against my butt cheeks until he rammed his cock as hard and as far as he could up my ass and shot a huge load of hot sperm up there, mixing it with the dirty doctor’s sperm. The whole time the assistant was fucking my ass, the doctor was waving his cock over my lips and pushing it into my mouth. I was half-asleep so I couldn’t really do much but just lie there. He shot his cum in my mouth after fucking my mouth and throat and his hot cum was dripping from my lips. They both fucked me at least two or three times in that dark exam room and the assistant even pissed in my ass, too! He got up there after the doctor had cummed in me again and just put his cock head in my ass and I was expecting him to start ramming it in as hard and far as he could, but then he just started shooting his hot piss up my ass! It was streaming in like hot jets, shooting into my colon like a pressure washer. He sure was a dirty, nasty one; just how I like them!

Then, after pissing in my ass he put his cock in my mouth to clean it off and he got another hard on and ended up shooing another load of cum down my throat after fucking my mouth at the same time that the doctor was cumming up my ass again, straddling my ass up on the exam table. After he spanked me and fingered my slippery, juicy, cum and piss-filled asshole, the assistant got under me on the table and put his cock up my now-dirty, leaking ass with me lying on his stomach face up. The doctor then held my legs up in the air and slid his cock in my asshole at the same time. They both fucked me hard and they each shot another load of hot cum in my colon at the same time! They had called a janitor in to clean things up a bit and he was obviously in on things because he was soon pissing into my asshole! He didn’t even fuck me yet, he just pulled me over to the side of the exam table and put his fat cock head up my ass and started filling me with his hot piss! It wouldn’t be long before he was fucking me and adding his cum to the dirty mess in my colon. He was the roughest one of the three, really pounding my asshole and slapping my butt cheeks and shoving his fingers in my ass as his cock and the other cocks were fucking into it. He’d pull his fat cock out so my asshole was gaping and then when it started to wink closed he’d RAM his fat cock back in there, laughing and saying how much he wanted to have me like that forever as his personal dirty sex slave. He talked about tying me up and taking me to his apartment to be fucked and pissed in by him and his friends. Maybe even drugged and put in an alley for homeless guys to use and fuck and to use me as their urinal.

When they had enough of abusing my tender little puckered hole they bent me in half and carried me over and put me ass-down in the big sink. I was still groggy and couldn’t really move but I was aware of what was happening. I felt them put the hose nozzle in my ass and turn it on and really gave me a nice, warm enema to wash out all of their cum and piss. It was such a turn on to totally be under their control and to be powerless to do anything and to have to take whatever they wanted to do to me. I was their dirty sex slave and was totally under their control. Their hands were rubbing all over me, their fingers were poking into my ass and mouth, their dirty cocks were spurting so much cum and piss in me that I had to have another sink enema.

The doctor contacted me a couple of weeks after my “exam” for a follow-up visit and I’ve had several “rectal exams” by those two dirty doctors and the nasty janitor over the last few years. Each time it’s the same, they tie me up and gag me and just keep spanking me and fucking and pissing in my ass over and over again. I’ve even had more official rectal exams in their office with others joining in on the gang rape, sometimes even women join in and fuck me with dildos and rub their tits in my face as I’m lying there groggy. They’ve been to my house several times as well and they really get wild there, even stopping on the way to pick up hitchhikers to join in on the “exam”. Sometimes they “examine” me outside in the garage or the yard with the lawn service guys joining in on examining the inner workings of my now-famous asshole. I’m looking forward to their next house call.

September 2018
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